Location: Sarasota , 34242
Do Not Show Listings
8764 MIDNIGHT PASS RD #A306, SARASOTA, FL 34242
$1,500,00072 Days on yellowkey MLS ID: A4679889
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1883 Built: 1975 Tax: $10,952 (2025)Community: Island Reef ICondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,952
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance.Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
300 GARDEN LN, SARASOTA, FL 34242
$2,999,000215 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (6.3%) on 04/01/2026
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
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: A Rare Opportunity on North Siesta Key – 350 Feet of Waterfront! Discover this unique 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—is truly a boater’s and fisherman’s paradise, just steps from Shell Beach and its breathtaking sunsets. 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. All this just minutes from world-famous Siesta Key Beach, The Village shopping, dining, and nightlife, and vibrant downtown Sarasota.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
6500 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$835,000111 Days on yellowkey MLS ID: A4675137
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1086 Built: 1974 Tax: $7,216 (2024)Community: SeashellSpa: NoCondo
Taxes:$7,216
Remarks: Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace of mind. Seashell is a boutique community of just 48 residences, creating a relaxed, neighborly atmosphere without sacrificing amenities. Residents enjoy private beach access, a heated pool, outdoor grilling areas, and a tiki hut perfect for hosting casual gatherings or enjoying lunch in the shade. The gated property also features under-building parking and onsite rental management, making ownership simple and flexible—ideal for personal use, rental income, or both. Location is key, and Seashell delivers. Situated near Captain Curt’s Plaza—often referred to as Siesta Key’s South Village—you’re moments from popular restaurants, live music, and everyday island conveniences. With the Stickney Point Bridge directly across the street, on-and-off island access is refreshingly easy. Laid-back, well-located, and designed for easy coastal living, this is Siesta Key ownership made simple.
Listing Agent: Rudy Dudon (941-234-3991)
5334 CALLE FLORIDA, SARASOTA, FL 34242
$1,870,000102 Days on yellowkey MLS ID: A4676260
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2838 Built: 1998 Tax: $5,619 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$5,619
Remarks: Fantastic opportunity to own a unique home on Palm Island, in this exceptional Siesta Key residence, ideally located at 5334 Calle Florida. Situated on a large lot and elevated approximately 10 feet above sea level, the main home has never flooded during any storms, offering peace of mind along with island luxury. This 4-bedroom, 3-bathroom home features 2,838 square feet of thoughtfully designed living space highlighted by a dramatic great room with soaring 20-foot ceilings, creating an open and airy coastal feel. The large primary suite has a custom built window seat, 2 walk in closets and an oversized primary bathroom. The entire home features built in speakers, including the back porch. Designed for comfort and efficiency, the home is equipped with a three-zone air conditioning system and hurricane-rated Kevlar screens, hurricane rated garage and front door for added protection. The spacious two-car garage provides ample storage, perfect for island living. The exterior is landscaped with outdoor lights and power in soffits for seasonal or all year round lighting. Outdoor living is elevated—literally—with an elevated, heated pool and hot tub, an outdoor shower, and plenty of space to relax or entertain in true Florida style. Located on Palm Island, just moments from the world-renowned Siesta Key Beach, this property offers the perfect blend of privacy, elevation, and coastal charm. Whether as a primary residence or luxury retreat, this home is a rare opportunity to own a high-and-dry island property in one of Sarasota’s most sought-after neighborhoods. Roof replaced 2021, Pool resurfaced 2024, Pool cage repainted and rescreened 2025, Water heater 2025. Unique Architectural Details *** Custom Built *** Oversized Primary Suite *** Soaring Ceilings *** Open Concept *** Elevated Key West Style *** Screened Lanai
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Niall Phelan (941-914-8589)
6204 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$790,000334 Days on yellowkey MLS ID: A4652172
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979 Tax: $7,204 (2024)Community: Siesta Dunes BeachCondo
Taxes:$7,204
Remarks: Under contract-accepting backup offers. Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Nili Blaha (941-224-8363)
6275 MIDNIGHT PASS RD #6275, SARASOTA, FL 34242
$1,195,00053 Days on yellowkey MLS ID: A4682650
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1981 Tax: $6,153 (2025)Community: Excelsior Beach To Bay 3Spa: YesCondo
Taxes:$6,153
Remarks: New price - $100K less! Offered for the first time, this rare three-bedroom, three-bath waterfront villa at Excelsior’s coveted Beach-to-Bay community presents an exceptional opportunity to own one of only eight residences of its kind. Positioned on Sarasota Bay and the Intracoastal Waterway, the villa enjoys extraordinary privacy, peacefulness, and sweeping 180-degree water views from the expansive 36-foot lanai and most principal rooms. This light-filled corner residence lives beautifully like a single-family home, elevated above a private two-car garage and framed by windows on three sides. The open floor plan is spacious and airy, enhanced by vaulted ceilings in the living room, primary suite, and guest bedroom, hardwood flooring, and sliding glass doors that invite the waterfront setting indoors. A wood-burning fireplace adds warmth and character, while ceiling fans, custom window treatments, and 3M hurricane film on windows provide comfort and peace of mind. The updated kitchen opens seamlessly to the main living areas, creating an ideal space for entertaining or relaxed island living. The primary suite features a walk-in closet, a walk-in shower, and an updated bath. A new HVAC system, in-residence washer and dryer, and thoughtful upgrades throughout add to the villa’s move-in-ready appeal. Excelsior’s villas are uniquely situated directly on Sarasota Bay’s Intracoastal Waterway, with no other residences between you and the water. Only eight villas exist in total, four three-bedroom residences and four two-bedroom villas, making this a limited opportunity. Residents of Excelsior enjoy an unparalleled resort lifestyle with deeded beach access to Siesta Key’s world-renowned white sands, turquoise Gulf waters, and mango-colored sunsets. Amenities include two large, heated pools, two hot tubs, tennis and pickleball courts, shuffleboard, a fitness center, a library, a community room, and tranquil, tree-lined walkways with ponds and fountains. The fishing and lounging pier, grilling areas and picnic spaces are just moments away. The community is pet-friendly (small dogs), offers easy access to South Bridge and a short distance to Crescent Village, with free trolley service to Siesta Village. With a two-week minimum rental policy and on-site property management services available, the residence also offers attractive flexibility for seasonal or investment use. 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. Rarely available and exceptionally positioned, this waterfront villa captures the best of Siesta Key living, privacy, views, resort amenities and effortless access from beach to bay.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
1253 N BASIN LN, SARASOTA, FL 34242
$3,295,000175 Days on yellowkey MLS ID: A4668457
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3464 Built: 1971Monthly Fee: $450 Tax: $42,282 (2024)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$42,282
Remarks: One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.
Listing Agent: Louis Wery (941-232-3001)
539 AVENIDA DEL NORTE, SARASOTA, FL 34242
$5,499,00078 Days on yellowkey MLS ID: A4679096
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4195 Built: 2026 Tax: $7,935 (2025)Community: Archibald ResubSpa: YesSingle Family
Taxes:$7,935
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 4/30/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. | SIESTA Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. | MOMENTS from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity, your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock, a true island luxury. | THIS thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate craftsmanship and fine detail, the home offers 4,195 sq ft of interior living space and an additional 3,756 sq ft of outdoor living, seamlessly blending indoor and outdoor environments. | THE chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. | TWO bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or elevator one level up to access the private primary suite featuring a truly custom bath with bespoke tile, finishes, soaking tub and spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper-level.| FLEXIBLE, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any family’s lifestyle from multi-generational living to a dynamic entertainer’s paradise. | IMAGINE a home where the luxuries of island beach life blend with a private, resort-style retreat: *Inground pool & spa for cooling off or casual lounging*Rooftop deck for sunset cocktails and starlit conversation*Private boating access just steps from your front door. | AND, when you’re ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. |THIS is more than a home, it’s an invitation to own your piece of the new Siesta Key lifestyle: elevated, effortless, and extraordinary.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
8555 HERON LAGOON CIR, SARASOTA, FL 34242
$2,725,000373 Days on yellowkey MLS ID: A4646820
INCREASED by $1,350,000 (98.2%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2568 Built: 1951Monthly Fee: $75 Tax: $12,703 (2024)Community: Heron Lagoon LodgesSingle Family
Taxes:$12,703
Remarks: Pre-Construction. To be built. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access + Custom Coastal Estate by SeaSafe Homes. A truly rare opportunity to build your dream home on one of the largest privately owned parcels on Siesta Key. Situated on an expansive over ¾-acre corner lot with nearly 37,000 square feet, this exceptional homesite offers private beach access via an exclusive pedestrian bridge leading directly to your own slice of Siesta Key’s sugar-sand shoreline. Located within an intimate enclave of only 13 homes along Heron Lagoon, this hidden gem offers unmatched privacy, serenity, and exclusivity on the south end of the island, while remaining just minutes from Siesta Key Village Featured here is the Wave Crest Model by SeaSafe Homes, thoughtfully designed for elevated coastal living. Built for luxury and resilience, this home features a superior 2x12 floor system and 2x6 wall construction, engineered to withstand winds up to 180 MPH, exceeding typical coastal building standards and providing peace of mind. With advanced off-site construction methods, build time can be reduced by up to 75%, minimizing weather-related construction delays and allowing you to enjoy your new home sooner. The thoughtfully designed floor plan offers 4 bedrooms, 3.5 bathrooms, and an open-concept layout ideal for full-time living, seasonal enjoyment, or luxury rental potential. The spacious kitchen flows seamlessly into the living and dining areas and includes a large walk-in pantry and extended island, perfect for entertaining. The primary suite features direct porch access, a spa-inspired bath and walk-in closet. A secondary en-suite bedroom with optional private exterior entrance offers ideal flexibility for guests or lockout rental use. Every SeaSafe home also includes energy-efficient sealed systems and upgraded insulation as standard, combining strength, efficiency, and thoughtful design. Whether you envision a legacy family estate, luxury island getaway, or investment opportunity, this extraordinary homesite paired with a premier coastal build offers a once-in-a-lifetime chance to own something truly special on Siesta Key. Private tours, lot walks, and builder consultations available upon request.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Conner Ashley (941-374-1024)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000257 Days on yellowkey MLS ID: A4658844
REDUCED by $200,000 (8.2%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3541 Built: 1959 Tax: $16,035 (2024)Community: Harmony SubSpa: NoSingle Family
Taxes:$16,035
Remarks: One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.
Listing Agent: Rachelle Tirey (941-301-9187)
925 BEACH RD #310, SARASOTA, FL 34242
$599,000219 Days on yellowkey MLS ID: TB8422646
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972Monthly Fee: $758 Tax: $5,378 (2024)Community: La SiestaCondo
Taxes:$5,378
Remarks: Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!
Listing is courtesy of: BRICK STREET REALTY (727-512-6615)
Listing Agent: Colin Mooney (727-512-6615)
546A BEACH RD #A544, SARASOTA, FL 34242
$1,980,000268 Days on yellowkey MLS ID: A4657651
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2611 Built: 1981 Tax: $20,998 (2024)Community: Tiffany SandsTownhouse
Taxes:$20,998
Remarks: Gulf-front luxury townhome with private beach access on Siesta Key! Soak in the breathtaking, unobstructed views of the Gulf and iconic Siesta Beach from every level of this three-story, turnkey-furnished townhouse-style condominium. Just a short distance from the sand in the intimate, nine-residence enclave of Tiffany Sands, this rare Siesta Key offers blends relaxed beachside living with elegant design and modern comforts. Spanning 2,611 square feet, this three-bedroom, 3.5-bath residence welcomes you with an open-concept main floor that seamlessly connects the kitchen, dining and living areas—all framed by floor-to-ceiling impact-rated sliding glass doors and panoramic Gulf vistas. The living room is anchored by a cozy wood-burning fireplace and enhanced by crown molding, recessed lighting and sleek ceramic tile flooring. Go onto the expansive Gulf-front balcony, an ideal setting for alfresco dining or sunset lounging. The kitchen is stylish and functional, featuring solid-surface countertops, stainless steel appliances, modern cabinetry with pullout shelving, under-cabinet lighting and a breakfast bar for casual meals. Upstairs, the spacious Gulf-front primary suite offers postcard-worthy views, a private balcony, sitting area, double closets and a luxurious en-suite bath with jetted soaking tub, double vanity, separate shower, bidet and two skylights. Two additional guest bedrooms—flexibly configured with a retractable dividing wall—are also on the third floor along with a full guest bath and a well-equipped laundry room. The oversized ground-floor bonus room opens via sliding glass doors to a covered patio just steps from your private beach path. A full bath with walk-in shower was stylishly updated in 2024, making this level ideal for guests, a home gym or media lounge. Additional highlights include a one-car attached garage with extra storage, newer water heater (2024), HVAC (2022), roof and skylights (2017), hurricane shutters and flexibility of 30-day minimum rentals. Just .4 miles from Siesta Village’s vibrant shops and dining, and Siesta Beach Park, this exceptional home delivers the ultimate island lifestyle—whether you’re seeking a serene personal retreat, a seasonal escape or a savvy investment property.
Listing Agent: Mike Warm, Llc (941-525-2740)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$779,00089 Days on yellowkey MLS ID: A4676979
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979Monthly Fee: $1,243 Tax: $6,173 (2025)Community: Siesta Dunes BeachCondo
Taxes:$6,173
Remarks: Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just how close you are to the beach. Enjoy peace of mind with recent upgrades, including a newer AC, newer roof, and brand-new impact windows (2025). The unit includes a covered parking space and the community provides private beach access and beach chairs, so you’re ready to enjoy the Siesta Key lifestyle from day one. With weekly rentals allowed, this property offers excellent rental potential in a highly desirable beachfront community. Whether you’re relaxing on the sand or generating income, this Siesta Dunes condo checks all the boxes for coastal living which will not disappoint.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
5119 OXFORD DR, SARASOTA, FL 34242
$1,995,00048 Days on yellowkey MLS ID: A4683150
2 Days Off yellowkey (back on 3/20/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2822 Built: 1982 Tax: $14,739 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$14,739
Elementary School: Southside Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. If you’ve been searching for a fully renovated waterfront beach home on Siesta Key where everything has already been done for you, this is it. This beautifully updated 3-story coastal contemporary offers 4 bedrooms, 3 full baths, and 2,822 square feet of light-filled living space on a saltwater canal with quick access to the Intracoastal Waterway. From the updated composite dock and lift to the refreshed pool, pool deck, hurricane rated windows and doors, HVAC system, mosquito misting system, composite front and rear decking, turf, kitchen, baths, flooring, paint, and finishes — nearly every major component has been thoughtfully upgraded, giving you the rare opportunity to simply move in and enjoy without the surprise costs and renovation timelines that often come with island properties. For the boating enthusiast, the location is ideal: step out your back door, hop on your boat, and reach the Intracoastal in minutes with no marina fees and no hassle. Spend your mornings fishing, your afternoons at a waterfront restaurant, and your evenings cruising at sunset — all from your own private dock. For the seasonal owner, the home’s higher elevation and minimal storm impact history offer peace of mind, while the updated systems reduce maintenance concerns and make lock-and-leave ownership simple. Investors will appreciate the absence of HOA restrictions and the flexibility of one-month minimum rentals, opening the door to strong seasonal income potential in a market consistently ranked among Florida’s most desirable beach destinations. Large, fully-fenced, updated canal-front homes with boating access remain in limited supply, supporting both rental demand and long-term appreciation. Full-time residents will love the space and versatility of three levels, ideal for hosting guests or creating private retreats for family, the oversized driveway in addition to the garage, and the balance of privacy and proximity to everything Siesta Key offers. Inside, the home blends modern design with coastal warmth, featuring stainless steel appliances, solid stone countertops, large plank natural-tone wood flooring, oversized grey tile on the lower level, and a soft neutral palette that enhances natural light throughout. Open living spaces flow seamlessly to the outdoors, creating the perfect environment for entertaining or relaxed island living. The updated pool area feels like a private resort, surrounded by refreshed decking and low-maintenance turf, while expansive composite decks on both the front and rear of the home provide multiple spaces to gather, dine, and unwind. Bike to Siesta Key Village, reach the world-famous white sand beach in minutes, or cruise from your own dock whenever the mood strikes. Priced to sell and positioned as one of the best values for a fully updated canal-front home on Siesta Key, this property delivers lifestyle, flexibility, income potential, and long-term upside in one compelling coastal package.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
704 TROPICAL CIR, SARASOTA, FL 34242
$1,375,0009 Days on yellowkey MLS ID: A4687678
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2073 Built: 1976Monthly Fee: $54 Tax: $12,410 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$12,410
Remarks: Nestled in one of Siesta Key’s most sought-after neighborhoods, this beautifully updated tropical retreat offers the perfect blend of coastal charm, modern comfort, and an active waterfront lifestyle. Whether you’re searching for a full-time residence or a private vacation escape, this home delivers an exceptional opportunity in an unbeatable location—just under a mile from the world-renowned white quartz sands of Siesta Key Beach. Set on a tropically landscaped low maintenance lot, the home has been thoughtfully updated to create a light, inviting interior centered around a modernized kitchen. A generously sized island anchors the space, serving as the heart of the home, ideal for entertaining family and friends. The open dining area overlooks the newer heated saltwater pool and screened enclosure, creating a seamless indoor-outdoor flow for relaxed coastal living. Evenings here are unforgettable, whether enjoying dinner al fresco or taking a moonlit swim beneath the warm tropical sky. The residence offers three spacious bedrooms, including a flexible guest room with a Murphy bed, allowing for both everyday comfort and effortless hosting. An additional office space off the pool area also features a Murphy bed, providing even more versatility for guests or extended stays.What truly sets this property apart is its connection to nature and the water. A charming boardwalk travels through lush mangroves, leading to your private dock perfect for launching kayaks and exploring the serene waters of the Bayside Club estuary. From here, you’ll enjoy quick access to the Intracoastal Waterway and beyond, opening the door to endless days of coastal adventure. All of this natural beauty comes with the assurance that this home had no damage nor flooding from previous storms. Offered with timely occupancy, this is a rare opportunity to secure your place in one of Siesta Key’s most desirable enclaves and begin enjoying the best of island living without delay for this summer.
Listing Agent: Jeff Hinrichs (941-456-1251)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,225,0005 Days on yellowkey MLS ID: A4688546
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
Listing Agent: Suki Scollo (941-587-2289)
5780 MIDNIGHT PASS RD #110, SARASOTA, FL 34242
$1,349,00042 Days on yellowkey MLS ID: A4683108
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $10,806 (2025)Community: Gulf & Bay ClubCondo
Taxes:$10,806
Remarks: Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Natalie Gutwein (941-993-2660)
3515 LA PALOMA AVE, SARASOTA, FL 34242
$1,800,000Listed 04/08/2026 7:45AM MLS ID: A4689037
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 1985 Tax: $15,834 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$15,834
Remarks: Elevated Coastal Living Meets TURNKEY Income on Siesta Key Welcome to 3515 La Paloma Ave a fully reimagined coastal retreat located within the city limits on the north end of Siesta Key, offering luxury living with strong short-term rental potential. Perfectly positioned just minutes from multiple beach accesses, Siesta Key Village, and the world-famous Siesta Key Beach, this property delivers both convenience and lifestyle at a high level. This high-elevation property provides added peace of mind with no history of flood damage or water intrusion, while still being close to everything that makes Siesta Key one of the most desirable destinations in the country. The main residence features 4 bedrooms, 3 bathrooms, and just under 2,300 sq ft of living space, fully renovated with high-end finishes and a light, modern coastal design. Throughout the home, you’ll find Miami-inspired designer tile work that adds a unique, boutique feel rarely seen in the area. Step outside into your private courtyard-style backyard oasis, where indoor-outdoor living takes center stage. Enjoy a screened pool and spa, a custom waterfall feature flowing into the pool, and a fully equipped outdoor kitchen with a nearby outdoor shower all just steps from the main living areas. What truly sets this property apart is the private guest residence a 2-bed 1-bath suite with its own entrance and a stylish dry bar. Currently producing strong income, this space is ideal for short-term rentals, guests, or multigenerational living. Whether you’re in the main home or guest residence, the layout creates seamless access to your backyard retreat offering privacy, flexibility, and a true resort-style experience. Live the Siesta Key lifestyle while generating income all from a high-and-dry, designer-finished coastal compound in one of the most sought-after locations on the island.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
6536 PEACOCK RD, SARASOTA, FL 34242
$5,650,0001 Day on yellowkey MLS ID: A4688703
Bed: 7 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4697 Built: 2024 Tax: $46,507 (2025)Community: Stickney Point SubSingle Family
Taxes:$46,507
Remarks: There is only one — Siesta Sun Sets. Set against the quiet backdrop of Sabal Lake, with glimpses of the Gulf beyond, this residence unfolds with a sense of irresistible intention. Influenced by West Indies architecture, the design blends expansive indoor-outdoor living with natural textures, layered spaces, and a palette that mirrors its surroundings — soothing, sun-washed, and enduring. Across more than 4,000 square feet, the home offers seven incredible en-suite bedrooms and multiple living areas designed for both gathering and restful retreat. The great room anchors the experience, where kitchen, dining, and living spaces open outward to twin balconies — one overlooking the extensive grounds, the other framed by mature oaks, offering a quiet contrast of shade and light. Above, a private club level introduces a more intimate setting — a theater-style lounge, additional suites, and access to the rooftop deck. It is here, at the highest point of the home, that the name reveals itself. As day transitions to evening and the Gulf reflects gold, the softening sky reveals stunning sunsets, becoming the backdrop against which you count your blessings. Below, the grounds are equally considered. A multi-sport court — rare in both scale and versatility — sits alongside a resort-style pool and 360-degree spillover spa, creating a setting as seductive as it is serene. Covered outdoor living spaces extend the home’s presence, offering multiple areas for dining, gathering, and quiet retreat, all within a private, fully enclosed landscape. Siesta Sun Sets is not defined by any one feature, but by the way it brings them together — water, light, elevation, and space — into a residence that feels both grounded and removed, exclusive and secluded. A masterwork of resilient engineering and high-end coastal construction, this estate is architecturally primed to withstand coastal elements while serving as a premier venue for grand-scale entertaining and lucrative seasonal retreats. More than a home, Siesta Sun Sets is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
1206 SIESTA BAYSIDE DR #1206B, SARASOTA, FL 34242
$970,0001 Day on yellowkey MLS ID: A4688574
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1988 Tax: $7,819 (2025)Community: Gulf & Bay Club BaysideSpa: NoCondo
Taxes:$7,819
Remarks: Experience coastal living and investment potential in this beautifully appointed 3-bedroom, 2-bathroom townhome, ideally located in the highly sought-after Gulf and Bay Club Bayside community on Siesta Key. Just minutes from the world-renowned beaches and Siesta Key Village, this property offers the perfect blend of relaxation and convenience to shopping, dining and entertainment. This turn-key furnished 3-bedroom, 2-bathroom townhome is thoughtfully designed for both comfort and functionality, featuring a desirable first-floor primary suite complete with a spacious walk-in closet and a beautifully updated en-suite bathroom showcasing a stunning marble walk-in shower. The third floor offers two spacious bedrooms along with a full bathroom featuring dual vanity sinks and a walk-in shower, providing a private and comfortable retreat for guests or family. The residence offers a light-filled, open layout enhanced by luxury vinyl plank flooring throughout, creating a modern and cohesive feel. The well-equipped kitchen is outfitted with stainless steel appliances and includes a charming breakfast nook—perfect for casual dining—while the living and dining room combination flows seamlessly to a beautiful screened-in lanai overlooking the pool, tennis courts, and lake—ideal for relaxing or entertaining in a serene setting. Gulf and Bay Club Bayside residents enjoy resort-style amenities, including a pool, clubhouse, fitness center, tennis courts, and private deeded beach access just minutes away. With weekly rentals allowed, this property presents an outstanding opportunity for investors seeking strong income potential or buyers looking for a flexible vacation home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.