Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4360 SWIFT RD, SARASOTA, FL 34231
$320,00043 Days on yellowkey MLS ID: A4684014
0 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1139 Built: 1984 Tax: $2,008 (2025)Community: Forest HillsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,008
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Prime Investment Opportunity in Central Sarasota, and perfect for first-time buyers! No HOA. Strong potential, solid upgrades, and a location that consistently attracts tenants! This 2-bedroom, 2-bath property checks the boxes for investors seeking reliable returns. Start your mornings by opening the sliding glass doors to the porch, coffee in hand, Florida sunshine all around. Updated between 2008-2010, the home features double-pane windows, granite countertops, and solid wood cabinetry in the kitchen and bathrooms, along with smooth ceilings and crown moldings for a clean, polished finish. Major capital improvements are already completed: new roof (2020), new A/C and water heater (2022), reducing near-term expense risk. Hurricane bracing on the rear of the garage door adds additional structural value. No HOA means fewer restrictions and greater flexibility for a long-term rental strategy. Centrally located near top-rated schools, Downtown Sarasota, and just minutes to area beaches, a high-demand rental corridor with consistent occupancy appeal. This property offers strong rental potential, long-term upside, or the perfect opportunity to personalize and make it your own. Opportunities in this price point and location are limited. Secure your next income-producing asset today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keiko Donnelly (941-544-4664)
1035 SEASIDE DR #404, SARASOTA, FL 34242
$2,650,000146 Days on yellowkey MLS ID: A4672742
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1646 Built: 2023 Tax: $18,228 (2024)Community: Ten35 SeasideCondo
Taxes:$18,228
High School: Sarasota High
Tax Year: 2024
Remarks: Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program and is already completely booked for the current season, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeff Lauer (941-441-6555)
2227 GROVE ST, SARASOTA, FL 34239
$375,00050 Days on yellowkey MLS ID: A4683681
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1957 Tax: $4,790 (2025)Community: South GateSingle Family
Taxes:$4,790
Elementary School: Southside Elementary
Remarks: Discover timeless charm at 2227 Grove Street, Sarasota, FL 34239 a stunning mid-century modern gem infused with an authentic Old Florida vibe. Step inside to admire the beautifully preserved original terrazzo floors, radiating the character of the 1950s. Nestled in a prime location, this home offers effortless access to the pristine beaches and vibrant downtown Sarasota, perfectly blending classic style with modern convenience. Your slice of Sarasota paradise awaits.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Robert Krasow (941-363-6507)
2448 CLUBHOUSE DR #201, SARASOTA, FL 34232
$179,90070 Days on yellowkey MLS ID: A4680827
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1013 Built: 1972 Tax: $2,121 (2025)Community: Forest Lakes Village 1Condo
Taxes:$2,121
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to Forest Lakes Village! This 55+ community offers a great opportunity to own a 2-bedroom, 2-bath second-floor end unit with extra natural light, added privacy, and a comfortable split-bedroom floor plan. The spacious living and dining areas open to the screened lanai, which overlooks the community pool and a peaceful lawn and garden area—perfect for morning coffee or relaxing evenings. This well-maintained condo features impact glass windows and an impact sliding door, 2023 appliances, and a convenient exterior storage closet. The primary suite offers an en-suite bath and generous closet space, while the guest bedroom and bath are ideal for visitors or a home office. Lowest-priced unit currently available in the community and includes a covered carport. End-unit windows add to the bright, airy feel throughout. Forest Lakes Village is centrally located near shopping, dining, parks, and Sarasota’s beautiful beaches, and offers excellent amenities including a community pool, clubhouse, and fitness center—ideal for full-time living or a seasonal retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
5855 MIDNIGHT PASS RD #227, SARASOTA, FL 34242
$499,00089 Days on yellowkey MLS ID: TB8463933
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1976 Tax: $4,947 (2025)Community: Harbor Towers Y & RCondo
Taxes:$4,947
Remarks: Have you been searching for your own slice of tropical paradise on Siesta Key? Look no further than this pet-friendly, 2-bedroom, 2-bathroom residence in the perfectly located Harbor Towers Yacht & Racquet Club. This updated home feels fresh and inviting with new luxury vinyl wood-plank style flooring and brand-new hurricane impact-resistant windows for total peace of mind. Harbor Towers is a well-established community situated right in the heart of "The Key," just across the way from the world-famous Siesta Key Beach and a short distance from vibrant shopping and dining. Life here feels like a permanent vacation with access to a resort-style swimming pool, an oversized hot tub, three Har-Tru tennis courts, a fitness center, and a social room with a catering kitchen. Boaters will especially love the on-site marina, where boat slips are available on a first-come, first-served basis for a nominal monthly hook-up fee. Whether you are looking for a primary residence, a seasonal getaway, or a smart investment with a documented rental history, this hidden gem is ready for you. Come and see what makes this such a special place to live!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Steven Weiss (845-242-5473)
1540 HILLVIEW DR, SARASOTA, FL 34239
$7,900,00078 Days on yellowkey MLS ID: A4679306
Bed: 4 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7074 Built: 2000Monthly Fee: $21 Tax: $93,548 (2024)Community: Harbor Acres Sec 2Single Family
Taxes:$93,548
Remarks: This exceptional 4-bedroom, completely renovated in 2020, highlights this waterfront estate in prestigious Harbour Acres offering 100 feet of prime Sarasota Bay frontage with private dock and lift. This masterpiece features 7074 Sq ft of living space with sweeping Bay views, a light filled open floor plan, and exceptional indoor-outdoor flow. A grand entry with dramatic staircase, opens to expansive living and dining areas, framed by floor to ceiling windows overlooking the water. The Italian modern gourmet kitchen offers premium Miele appliances, generous island seating, and a striking double sided gas fireplace shared with the living room - ideal for entertaining. This home provides rare flexibility with primary suites on both the main and upper-level levels, each with en suite baths and walk-in closet, along with additional guest suites, private office, sophisticated wine room, elevator, and dedicated fitness room. Outdoor living is a highlight, featuring a saltwater pool and spa, multiple terraces, outdoor kitchen, and professionally landscaped grounds leading to a concrete seawall and boat dock with a 30,000 pound boat lift, electric, water and fish cleaning station. Southwest exposure delivers stunning sunsets and quick access to Sarasota Bay. Spacious four-car garage complete with an electric charging station - this estate seamlessly blends opulence with modern convenience. Perfectly situated near Sarasota‘s renowned beaches, fine dining, vibrant arts scene, and top-tier medical facilities, this residence offers an unparalleled living experience in one of the most coveted waterfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Fernanda Girard (941-504-4327)
1701 SOUTHWOOD ST #1701, SARASOTA, FL 34231
$260,000154 Days on yellowkey MLS ID: A4671475
REDUCED by $5,000 (1.9%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1981Monthly Fee: $1,273 Tax: $3,371 (2024)Community: Baywood ColonyCondo
Taxes:$3,371
Remarks: RECENT PRICE ADJUSTMENT - MOTIVATED SELLERS! Rare Opportunity in Prestigious West of the Trail - Welcome to an exceptional corner residence just steps from the Intracoastal Waterway, nestled within the highly desirable Baywood Colony Southwood community. This beautifully updated 2-bedroom, 2-bath end unit is filled with natural light, enhanced by an abundance of windows complemented with elegant plantation shutters throughout. The front screened lanai has been fully enclosed with sliding glass panels and additional plantation shutters, creating a stylish and versatile space ideal for year-round enjoyment. Inside, the home presents like a model, featuring a stunning open-concept kitchen with granite countertops, a generous breakfast bar, stainless steel appliances, and premium soft-close wood cabinetry accented by under-cabinet lighting. A washer and dryer are conveniently located inside the residence, and elegant tile flooring extends throughout. Major improvements provide peace of mind, including a new A/C system (2018), a roof replacement by the HOA (2019), and a recently re-plumbed building. This ground-floor unit offers the added convenience of a covered parking space directly behind the residence, along with a secondary private entry from the carport. Residents enjoy an exceptional Florida lifestyle with access to a heated saltwater pool, tennis and pickleball courts just steps away, and tranquil walks to the Baywood Colony fountain—perfect for taking in spectacular bayfront sunsets. With only 32 residences, the community offers a rare sense of privacy and boutique-style living. The location is unbeatable: just 2.2 miles from beach access with an easy bike ride, and within walking distance to Phillippi Estate Park—a picturesque 60-acre waterfront preserve offering kayaking, fishing, scenic trails, a playground, a weekly Wednesday farmers market, and a variety of community events including art fairs and concerts. This pet-friendly, maintenance-free community includes basic cable, exterior and grounds maintenance, roof and window coverage, and pest control—all included in the low monthly fee of $1,273. Best of all, the community is not age-restricted. Experience the perfect blend of comfort, convenience, and coastal elegance in this truly special Sarasota residence.
Listing Agent: Jo James, Llc (941-928-3175)
9265 BLIND PASS RD, SARASOTA, FL 34242
$3,000,00079 Days on yellowkey MLS ID: A4676249
1 Days Off yellowkey (back on 2/22/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3186 Built: 1998 Tax: $13,081 (2025)Community: Acreage & UnrecSingle Family
Taxes:$13,081
Remarks: Under contract-accepting backup offers. Gulf-to-Bay elegance meets relaxed coastal sophistication in this elevated, sailboat-access waterfront retreat, ideally positioned within one of Siesta Key’s most exclusive gated enclaves. Set in a rare peninsula neighborhood offering true Gulf-to-Bay living, this Caribbean-inspired residence delivers exceptional privacy, sweeping water views, and direct boating access with no bridges to the Intracoastal Waterway. With the newly reopened Midnight Pass just minutes away, access to the Gulf is effortless, making this an extraordinary opportunity for boaters and beach lovers alike. Surrounded by mature tropical landscaping and located on a quiet dead-end street, the home enjoys both Gulf views and a tranquil basin setting with a private dock. Inside, a vaulted-ceiling great room anchors the main living level, filled with natural light and framed by sliding glass doors that open to expansive covered terraces on both the east and west sides—perfect for sunrise mornings and sunset evenings overlooking the water. The open-concept kitchen is designed for entertaining and everyday living, featuring premium appliances including a Sub-Zero refrigerator and generous workspace. The primary suite is located on the main living level, offering terrace access and serene water views, while additional guest accommodations provide flexibility for family and friends. Above, a rooftop observation deck—accessible via spiral staircase—offers breathtaking 360-degree vistas spanning the Gulf, bay, and coastline, creating a truly unforgettable vantage point. Thoughtfully constructed on pilings with storm-conscious design, the home blends timeless island style with peace of mind. The ground level provides covered parking for multiple vehicles, abundant storage, and space for kayaks, paddleboards, and beach gear. An elevator shaft is already in place for future installation, and pool plans are available. With deeded beach access just steps away and a private dock at your back door, this is one of the few properties on Siesta Key where you can enjoy the beach in front and your boat behind. Beach, boating, privacy, and views converge in this exceptional offering—capturing the essence of Gulf-to-Bay living on Siesta Key. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, and St. Armands Circle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
850 S TAMIAMI TRL #704, SARASOTA, FL 34236
$275,00044 Days on yellowkey MLS ID: A4679957
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,195 (2025)Community: Central Park IiCondo
Taxes:$4,195
Remarks: Central Park II is perfectly named—this ground-floor, corner 2-bedroom, 2-bath condo puts you at the center of everything. Just minutes from the bayfront, beaches, downtown, bike trails, shopping, dining, the hospital, and the water--this location is hard to beat. The community offers waterfront access, including a new high-tech kayak launch and fishing dock, along with lighted tennis and pickleball courts, a heated pool with new lighting and a hot tub. The adjacent clubhouse features a fitness room, showers, kitchen, library, and meeting space. There is also bike sheds and kayak storage. A side-gate gives fast access to the bayfront and downtown. Inside, the condo features tile flooring throughout, a new air-conditioning system, and abundant natural light thanks to its corner location. Two private lanais extend the living space, and two separate storage rooms provide exceptional convenience. Central Park II is an active, welcoming community known for game nights, social events, karaoke parties, and strong resident committees. Enjoy country-club-level amenities without country-club fees. Even better, monthly dues were just reduced, and there are no planned assessments. This is Sarasota living at its best—comfortable, connected, and community-driven. Easy to rent!
Listing Agent: Ray Collins (941-228-0091)
1575 EASTBROOK DR, SARASOTA, FL 34231
$4,700,000398 Days on yellowkey MLS ID: A4643636
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4087 Built: 2025 Tax: $10,428 (2025)Community: Kentwood EstatesSingle Family
Taxes:$10,428
Remarks: Construction and staging have been completed in this stunning new home by award-winning Trinity Custom Homes. Discover luxury and innovation in this remarkable four-bedroom-plus-den, 5.5-bath, West-of-the-Trail home. This custom-designed residence showcases superior craftsmanship, offering a sophisticated blend of modern design and top-tier functionality. Every detail has been meticulously planned, from the gourmet kitchen, which features Thermador appliances, a 42-inch refrigerator, a five-burner gas cooktop, double ovens, and abundant pantry storage, to the great room plan with a soaring, vaulted ceiling, wood trusses with LED uplighting and fireplace, ideal for fabulous entertaining and everyday living. The dining area features an entertainment center that includes a U-Line wine cooler and ice maker, as well as an Elkay water bottle filler and chiller. No detail was overlooked, from the Level 5 drywall finishes on walls and ceilings to the custom cabinetry in the great room, office, and bedroom closets. The outdoor space offers a resort-style retreat overlooking a serene, spring-fed lake, featuring a PebbleTec surfaced pool and spa, a lanai cage with a Clearview enclosure, and a motorized sunshade screen. The outdoor kitchen, complete with a gas grill, elevates the alfresco dining experience. Advanced technology includes a whole-house alarm system with seven-camera surveillance, a Sonos multiple-zone audio system, and motorized shades. Dual Navien tankless water heaters, equipped with a circulation loop and open-cell foam insulation, ensure optimal energy efficiency. Two Trane variable-speed HVAC systems provide zoned climate control for enhanced comfort. Built for resilience and convenience, the home includes Anderson windows and doors, a 26-kilowatt Kohler generator, and a 1,000-gallon propane tank to support the entire house. The 400-amp electrical system, featuring two 200-amp panels, ensures reliable performance. Additional upgrades include custom-built-ins, wireless internet access points, and energy-efficient features such as advanced insulation and zoned HVAC. The split three-plus-car garages and a circular paver driveway provide ample space for vehicles and storage. Ideally located in the private community of Kentwood Estates, this home offers privacy and tranquility while being minutes from Siesta Key’s renowned beaches and downtown Sarasota’s vibrant entertainment, cultural attractions, shopping, and fine dining. This exceptional property presents a rare opportunity to experience unparalleled luxury and thoughtful design in one of Sarasota’s sought-after neighborhoods. Schedule your private showing today to envision your future in this extraordinary residence.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
915 SEASIDE DR #310, SARASOTA, FL 34242
$1,399,00015 Days on yellowkey MLS ID: A4686908
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1900 Built: 2009 Tax: $14,651 (2025)Community: Siesta Key Beach Residences IiCondo
Taxes:$14,651
Remarks: Welcome to Unit 310 at the exclusive Hyatt Residence Club Siesta Key Beach—where elevated coastal living meets one of the most sought-after addresses on Siesta Key. Set directly on the powdery white sands of world-renowned Siesta Key Beach, this premier residence offers a rare opportunity to own within a luxury, resort-style community backed by the trusted Hyatt brand and known for its exceptional service, amenities, and strong rental demand. This beautifully updated 3-bedroom, 3-bath condominium is currently utilized as investment property and professionally managed offering a seamless, turnkey experience designed to maximize both convenience and performance. Perfectly positioned on world-famous Siesta Key Beach—consistently ranked among the top beaches in Florida, the U.S., and the world—this property benefits from steady, year-round demand for high-end vacation rentals. Whether you're seeking a dedicated income-producing asset, a future vacation retreat, or a combination of both, Unit 310 offers exceptional flexibility and long-term value. Inside, the residence features a bright, open-concept layout with three bedrooms and three full bathrooms, designed to comfortably accommodate owners and guests. Spacious living and dining areas create a welcoming environment, while the private lanai offers an additional space to relax. Residents and guests enjoy access to resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional management options. With direct beach access, close proximity to Siesta Key Village, and strong, consistent rental appeal, Unit 310 presents an exceptional opportunity in the Siesta Key market. Positioned as one of the best values currently available, it is competitively priced to sell—making it an ideal choice for both investors and end users looking to capitalize on location, lifestyle, and long-term potential.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
5830 CAVANO DR, SARASOTA, FL 34231
$699,90025 Days on yellowkey MLS ID: TB8488712
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 2014Monthly Fee: $287 Tax: $6,780 (2025)Community: Esplanade By Siesta KeyVilla
Taxes:$6,780
Remarks: Welcome to one of the most beautiful villas in Esplanade by Siesta Key—an impeccably maintained and professionally decorated three-bedroom, two-bath residence with a den, offering the perfect blend of luxury, comfort, and maintenance-free living. From the moment you step inside, you’ll notice the elegant details, including tray ceilings, crown molding, and high-end laminate flooring paired with tile throughout. The gourmet kitchen is a true centerpiece, featuring stunning new quartz countertops, custom wood cabinetry, stainless steel appliances, and a spacious peninsula ideal for casual dining, morning coffee, or gathering with guests. The open-concept layout flows effortlessly into the dining and living areas, creating an inviting space for entertaining. Natural light pours in through glass doors that lead to a generous screened-in lanai, where you can unwind while enjoying peaceful lake views right in your backyard. The outdoor kitchen, complete with a sink and stainless steel refrigerator, makes alfresco dining a breeze. The spacious owner’s suite is a private retreat, offering a large walk-in closet with professionally designed custom cabinetry. The ensuite bathroom features a dual granite vanity with a dedicated makeup area, along with a walk-in shower, custom glass enclosure, and built-in bench. Designed with privacy in mind, the split floor plan places the additional bedrooms away from the primary suite. Each guest room is generously sized and well-appointed with quality finishes and ceiling fans. The versatile den provides the perfect space for a home office, library, or quiet reading room, and also offers a built in murphy bed. Even the laundry room impresses, offering abundant cabinetry, a utility sink, and ample counter space. The garage has been thoughtfully upgraded with custom storage cabinets and overhead metal racks, maximizing organization. Additional upgrades include hurricane shutters, a widened driveway, and an extended paver walkway. Recent improvements add peace of mind, including a water heater (2021), new HVAC (2025), and a new Bosch dishwasher and refrigerator (2026). This home is truly move-in ready. Residents of Esplanade by Siesta Key enjoy resort-style amenities, including a beautifully appointed clubhouse, state-of-the-art fitness center, tennis court, pickleball court, and a stunning pool and outdoor living area. This gated, meticulously landscaped community offers a lifestyle of ease, elegance, and year-round enjoyment. *ALL information is believed to be accurate, but must be verified by the buyer and the buyer's agent*
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Brett Tate (727-240-7318)
671 AVENIDA DEL NORTE, SARASOTA, FL 34242
$3,200,00015 Days on yellowkey MLS ID: A4687911
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 2026 Tax: $6,423 (2025)Community: Sarasota BeachSingle Family
Taxes:$6,423
Remarks: Under Construction. Custom Canal-front home underway by Salt Wave Construction, ideally located just a stroll from Siesta Key Beach and Village. Built entirely with solid block construction, this home showcases high-quality materials throughout, including hurricane-impact windows. Designed with durability in mind, its island-style construction ensures lasting strength and resilience.Thoughtfully designed to maximize its waterfront setting, the home showcases expansive porches and a spectacular rooftop deck spanning the entire roofline, offering panoramic views of the wide canal and surrounding Siesta Key landscape. This approximately 3,000-square-foot home features 4 spacious bedrooms, each with its own en-suite bath, delivering both comfort and privacy. The primary suite is a true retreat, boasting a luxurious oversized bathroom, an expansive walk-in closet, and a private canal view loggia with a fireplace—perfect for relaxing evenings. Crafted with a seamless blend of sophisticated design and high-quality finishes, this residence provides an unparalleled sanctuary. The outdoor living space includes an open pool area, ideal for entertaining, unwinding, or enjoying direct access to Sarasota’s scenic waterways. Located just minutes from world-renowned white sand beaches, vibrant dining, shopping, and entertainment, this home perfectly balances tranquility and convenience in one of Sarasota’s most desirable neighborhoods. Estimated completion: approximately 10-12 months.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
19 WHISPERING SANDS DR #302, SARASOTA, FL 34242
$1,350,00015 Days on yellowkey MLS ID: A4685512
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1464 Built: 1973 Tax: $6,561 (2025)Community: Whispering Sands Sec 7Condo
Taxes:$6,561
Remarks: Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right outside your door. Step inside to discover a bright, open layout that maximizes both comfort and those incredible water views. The recent renovation means everything feels brand new, from the sleek finishes to the updated amenities throughout. Both bedrooms are generously sized, including a spacious primary bedroom that serves as your personal retreat after days spent soaking up the Florida sunshine. The location puts you in the heart of Siesta Key's most desirable area, just steps from the famous powdery white sand beach that draws visitors from around the world. When you're ready to explore, Siesta Key Village is practically at your doorstep, offering an amazing collection of restaurants, shops, and entertainment options. Whether you're craving fresh seafood, tropical drinks, or just shop, the village has something for everyone. The building features a huge community pool perfect for lazy afternoons when you want a break from the beach. For daily needs, Morton's Siesta Market is conveniently nearby, and Boyd Park offers additional outdoor recreation options.
Listing is courtesy of: SARASOTA REALTY CENTER LLC (941-702-3635)
Listing Agent: Frank Golio Jr., Pllc (941-363-1075)
838 NORSOTA WAY, SARASOTA, FL 34242
$4,190,00015 Days on yellowkey MLS ID: A4688144
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 3001 Built: 2026 Tax: $11,779 (2025)Community: Bay IslandSingle Family
Taxes:$11,779
Remarks: Pre-Construction. To be built. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815 sqft. homesite, this 3,001 sqft. masterpiece features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, and an office. There is opportunity for a private fitness studio, and there are 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light that capture lush landscaping views throughout. At the heart of the home lies a gourmet chef’s kitchen—a showpiece of design and functionality. A striking quartz waterfall island anchors the open-concept layout, framed by elegant pendant lighting, custom cabinetry, and top-of-the-line stainless steel appliances. Perfectly suited for entertaining or relaxed coastal living, the adjoining living and dining areas flow seamlessly to the outdoors. Step into your private tropical retreat, where a resort-style pool with a champagne spa is surrounded by lush landscaping and swaying palms. Host the family or guests with the covered outdoor kitchen and the dinning space. The outdoor living space is designed for serenity and sophistication, offering the ideal backdrop for gatherings or quiet moments alike. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
915 SEASIDE DR #604, SARASOTA, FL 34242
$1,700,000468 Days on yellowkey MLS ID: A4633988
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1920 Built: 2009 Tax: $15,093 (2024)Community: Residences On Siesta Key Beach, Hyatt ResidencesCondo
Taxes:$15,093
Remarks: Live in it, rent it or enjoy the best of both worlds. Welcome to Hyatt Residence Club Sarasota – Siesta Key Beach, where effortless ownership meets elevated coastal living. Residence 604 at 915 Seaside Drive offers a rare opportunity to own a fully furnished 3-bedroom, 3-bath luxury condominium with sweeping city and skyline views, just steps from the world-famous quartz sands of Siesta Key Beach. This thoughtfully designed residence features an open-concept layout ideal for both everyday living and entertaining. Floor-to-ceiling windows fill the space with natural light, while the gourmet kitchen showcases high-end appliances, custom cabinetry, and premium finishes. The private terrace provides a front-row seat to vibrant city sunrises, and the spa-inspired bathrooms complete the experience of refined comfort. Ownership at the Hyatt Residence Club is truly turnkey. Enjoy a seamless lifestyle with resort-style amenities, including a beachfront pool and spa, state-of-the-art fitness center, private cabanas, and beautifully appointed lounges. Owners and guests benefit from on-site concierge services, housekeeping, a 24-hour staffed front desk, secure access, and reserved owner parking, all within a boutique luxury setting. Perfectly positioned near Siesta Key Village, you’re moments from renowned dining, shopping, nightlife, and endless outdoor activities—from kayaking the mangroves to sunset strolls along the beach. Whether you’re seeking a low-maintenance second home, an income-producing property, or a flexible coastal retreat, this residence delivers unmatched convenience and lifestyle in one of Florida’s most iconic destinations. Turnkey. Timeless. Siesta Key living at its finest.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Matthew Hickey (941-539-6773)
5855 MIDNIGHT PASS RD #404, SARASOTA, FL 34242
$645,00023 Days on yellowkey MLS ID: A4687131
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976 Tax: $5,981 (2025)Community: Harbor Towers Y & RCondo
Taxes:$5,981
Remarks: Under contract-accepting backup offers. Experience elevated coastal living at Harbor Towers Yacht & Racquet Club, where this beautifully updated 2-bedroom, 2-bath residence offers a seamless blend of comfort, style, and breathtaking waterfront scenery. Perfectly positioned along the Intracoastal Waterway in sought-after Siesta Key, this light-filled condo showcases an open-concept layout with expansive windows that frame stunning views of the marina, sparkling pools, and lush tropical surroundings. The thoughtfully designed interior features a modernized kitchen and sleek flooring throughout, creating a fresh and inviting atmosphere ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat with an en-suite bath and generous closet space, while the guest accommodations provide comfort and privacy for visitors. Residents enjoy a gated, resort-style community with exceptional amenities, including multiple pools, tennis courts, fitness center, sauna, private marina, and scenic waterfront spaces perfect for relaxing or watching boats glide by. With easy access to Siesta Key’s world-renowned beaches, dining, and entertainment—plus convenient trolley service just outside the community—this property presents an outstanding opportunity for both personal enjoyment and investment in one of Florida’s most desirable coastal destinations.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Anna Lee Williams (240-315-4672)
3711 ALMERIA AVE #3N, SARASOTA, FL 34239
$295,000128 Days on yellowkey MLS ID: A4674172
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 976 Built: 1979 Tax: $2,820 (2024)Community: GranadaCondo
Taxes:$2,820
Remarks: Nestled in a quiet and highly desirable Sarasota community west of Tamiami Trail, this charming condo offers unbeatable convenience with close proximity to Siesta Key Beach, Southside Village, Publix, dining, and everyday amenities. Featuring 2 bedrooms, each with its own ensuite bathroom, this 976 sq. ft. residence provides an efficient and comfortable layout ideal for both relaxation and entertaining. With an east–west exposure, the home is filled with natural light offering bright mornings and warm, colorful sunsets. Move-in ready and priced to sell, this is the perfect opportunity to enjoy Sarasota living. Bonus: New Roof in August 2025!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Michelle Ward (941-920-2460)
3939 HIGEL AVE, SARASOTA, FL 34242
$3,675,000109 Days on yellowkey MLS ID: A4675610
Bed: 4 Bath: 4.0 Gar: 8 Liv Area Sq Ft: 3788 Built: 2022 Tax: $33,340 (2025)Community: Siesta Rev OfSingle Family
Taxes:$33,340
Remarks: Now Offered At a Refined Price — Modern Siesta Key Living. Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenity and seamless access to the mainland, placing vibrant downtown Sarasota, Southside Village, and the area’s cultural and dining destinations just minutes away—while the azure waters of the Gulf of Mexico and Siesta Key’s world-famous white quartz sand beach are equally close at hand. Designed with crisp architectural lines and a light-filled, contemporary aesthetic, this nearly 3,800-square-foot, four-bedroom, four-bath home redefines modern coastal living. An open floor plan, 12-foot ceilings, and expansive walls of impact-resistant glass windows and doors create a natural flow throughout the home, blurring the line between indoors and out while capturing the relaxed elegance of island life. A dramatic natural rosewood floating staircase serves as a sculptural centerpiece, leading to the main living level where modern design and functionality converge. The living area is anchored by a 100-inch electric floating wall and linear fireplace, creating a striking focal point for both everyday living and entertaining. Modern LED lighting, integrated throughout the interior and exterior, enhances the home’s clean architectural lines and evening ambiance. The open-concept kitchen is sleek and refined, featuring premium appliances, a natural gas cooktop, contemporary cabinetry, and generous prep and gathering space—ideal for entertaining or relaxed daily living. The primary suite is a tranquil retreat, highlighted by a spa-inspired bath with LED anti-fog mirrors, a 74-inch soaking tub, and a walk-in closet, along with direct access to outdoor living. Three additional guest suites are thoughtfully designed to offer comfort, privacy, and flexibility. One of the home’s most distinctive features is the private balcony with spa-style hot tub, offering views to both the front and rear of the home—perfectly positioned for morning relaxation, evening unwinding, or enjoying coastal breezes after a day at the beach. The property also offers ample room to add a pool, allowing for future customization of the outdoor living experience. Elevated and thoughtfully constructed in accordance with current building standards, the residence offers peace of mind without compromising design. Beneath the home, an exceptionally expansive garage and storage level accommodates 12 or more vehicles, a rare and highly sought-after feature on Siesta Key. This level also includes a separate flex room with an overhead door that opens directly to the backyard, ideal for a private home gym, wellness studio, hobby space, or additional entertaining area. Just a short stroll away, a charming neighborhood beach at Big Pass provides a front-row seat to boats gliding through the pass and colorful sunsets each evening—a hidden gem that captures the unique coastal energy of the north end of Siesta Key. This is a compelling opportunity for buyers seeking a move-in-ready modernist home on Siesta Key’s coveted north end—where convenience, coastal beauty, and architectural sophistication come together, and where the beach, boating, dining, and Sarasota’s vibrant cultural scene are all within easy reach. A refined blend of modern design, prime location, and lifestyle flexibility, this residence delivers an exceptional Siesta Key experience.
1703 STARLING DR #1703, SARASOTA, FL 34231
$799,000180 Days on yellowkey MLS ID: A4668895
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2172 Built: 1993 Tax: $4,481 (2024)Community: Villas At Eagles PointCondo
Taxes:$4,481
Remarks: Welcome to carefree living in The Landings. This beautifully remodeled townhome makes carefree living an absolute dream! Not an inch has gone untouched, showcasing modern luxury finishes. Whether you're looking to winter in Sarasota or enjoy all that The Landings Racquet Club has to offer all year long, you are sure to relish coming home. The first-floor primary bedroom is very spacious, with an equally comfortable en suite and custom walk-in closet. The large back lanai features perfect privacy. There is a loft or family room upstairs, just outside the additional two bedrooms; perfect for an office, playroom, or sitting area. The neighborhood offers a 24-hr manned security gate, a world-class tennis and pickleball facility, pool, fitness center, and clubhouse. You'll never need to leave! But when you choose to venture out, popular restaurants and shopping are just outside the gates!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
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