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6157 Midnight Pass Road Unit E53, Sarasota
$449,000
2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code
Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf.

6157 Midnight Pass Road Unit E53, Sarasota

894 Freeling Drive, Sarasota
$3,695,000
Bay Island Shores SubDv. ⋅ 34242 Zip Code
Zoning confirmation letter in from City of Sarasota. Ready for permitting and your custom dream home. This waterfront gem fronts Roberts Bay, facing Edwards Island, and offers unobstructed 180-degree views of dolphins, various bird species, and manatees. It's a perfect canvas for creating your customized residence. Located on the prized northern tip of Siesta Key, nestled on the Freeling Drive peninsula, this exquisite parcel blends sophistication with coastal living. Bay Island is renowned for its admired homes and architectural beauty, redefining island luxury along one of the area’s most pristine waterways. The oversized homesite is just under 15,000 square feet and features an impressive 155 feet of brand-new two-foot-elevated seawall, offering stunning panoramas. This location is ideal for boating and fishing enthusiasts, or for simply enjoying breathtaking sunrises and sunsets in unmatched natural beauty. Access on and off the island is easy, with Siesta Key Village's vibrant shops and restaurants, as well as the world-renowned Siesta Key Beach, just minutes away. Downtown Sarasota, with its galleries, theater, and fine dining, is also a short drive. Opportunities like this are rare, making this property a true gem for anyone seeking the ultimate waterfront address where privilege and prestige are embedded in an affluent lifestyle. I highly recommend experiencing the magic of this property for yourself. Choose any architect or builder to make your dreams come true. Owner will consider financing.

894 Freeling Drive, Sarasota

100 Circuit Road Unit N108, Nokomis
$99,500
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
Own your own rack at beautiful Gulf Harbor Marina on the Intercoastal Waterway in Nokomis. Just 10 minutes from the South Jetty between Casey Key and Venice Island. No bridges to the Gulf! The marina is FULL SERVICE and offers unlimited splashes and retrievals each month using the convenient speedy dock app. Fuel, ice, and bait available for purchase on site as added time saver. Available items include REC 90 ethanol-free marine gasoline, MDO marine diesel, ice - 10lb or 20lb bags, live shrimp, and frozen bait - shrimp, sardines, squid, and chum block all available. Additional amenities include outdoor work racks for cleaning your boat or minor maintenance projects, a fish-cleaning station for your catch of the day, and rolling carts to make transporting your gear between your boat and personal vehicle easier. The marina includes designated parking. Buy for your own boat or for an investment. This slip is located 2nd rack up in the north building and the slip dimensions are 10'8" W X 32' D X 11' H. The maximum vessel dimensions for this rack are 9'8" W X 32' D X 9'6" H. End the hassle of trailers and boat ramps — secure a full-service marina slip that gives you easy access, safe storage, and stress-free boating all season.

100 Circuit Road Unit N108, Nokomis

14041 Bellagio Way Unit 315, Osprey
$640,000
3 Beds ⋅ 2 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code
There is something extraordinary about living on the water, where passing sailboats, coastal breezes, and the beauty of the marina become part of everyday life. Welcome to Osprey Harbor Village, an intimate waterfront community perfectly positioned between Sarasota and Venice, where timeless elegance meets the relaxed sophistication of Southwest Florida living. From the moment you enter, the welcoming foyer introduces a thoughtfully designed residence that balances comfort, elegance, and effortless entertaining. The spacious kitchen features rich upgraded wood cabinetry, granite countertops, stainless steel appliances, and a generous breakfast bar where family and friends naturally gather. An inviting dining area transitions into the comfortable living room, with access to the expansive terrace that truly sets this home apart. Whether entertaining guests, enjoying a quiet evening, or simply watching the activity along the waterfront, this outdoor living space is destined to become one of your favorite places. The generously sized primary suite offers a peaceful retreat with a spacious walk-in closet and an ensuite bath featuring dual vanities, a soaking tub, separate shower, and private water closet. Two additional bedrooms provide wonderful flexibility for visiting family and friends, a home office, or whatever suits your lifestyle. Beyond the residence, Osprey Harbor Village offers an exceptional waterfront experience. This boutique community of just 54 condominiums showcases distinctive Italian-inspired architecture and was constructed in 2006 to hurricane building standards. Boating enthusiasts will appreciate the marina setting and approximately 7-foot draft channel, providing access to the beautiful waterways that make Florida's Gulf Coast a boating paradise. Whether you enjoy sailing, cruising, fishing, kayaking, or simply admiring the boats from your terrace, life here revolves around the water. The community amenities create an atmosphere that feels more like a private waterfront resort. Enjoy a newly renovated, fully equipped fitness center, sparkling community pool, poolside grilling area, relaxing spa, sauna, steam room, fishing dock, and kayak launch. Spend your afternoons poolside, take a peaceful paddle along the waterways, or gather with friends after a day of exploring the coast. Additional conveniences include two assigned garage parking spaces, onsite management, and a pet-friendly environment welcoming up to two large dogs. And the location? It's one of the best parts. Imagine being able to stroll to waterfront dining at Deep Lagoon Seafood & Oyster House or the beloved Casey Key Fish House, enjoy the casual atmosphere of a nearby tiki bar, or explore the waterfront park just across the street. The beautiful beaches of Casey Key are only a short drive away, while Publix, shopping, restaurants, medical facilities, and the endless attractions of Sarasota and Venice are all conveniently nearby. From boating adventures and beach days to waterfront dining and peaceful evenings at home, the possibilities are endless. What makes Osprey Harbor Village truly special isn't simply the architecture, the amenities, or even the spectacular marina setting. It's the lifestyle that comes with it. Spend more time outdoors, entertain the people you love, and enjoy the beauty of coastal living in a community that feels both exclusive and welcoming. Discover the waterfront lifestyle waiting for you at Osprey Harbor Village today!

14041 Bellagio Way Unit 315, Osprey

321 Bayshore Road, Nokomis
$3,700,000
4 Beds ⋅ 4 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
EXCEPTIONAL INTERCOASTAL WATERFRONT PROPERTY Discover a rare waterfront opportunity featuring 100 feet of Intracoastal Waterway frontage, deep-water access, and a private dock. This unique property includes a main residence and two separate cottages, offering excellent potential for rental income, multigenerational living, or a private waterfront retreat. With ample outdoor space and plenty of room to add a pool, the possibilities are endless. The property is zoned RMF-2, presenting potential redevelopment opportunities for up to 6–7 residential units (buyer to verify zoning, density, and development requirements with Sarasota County). Ideally located just minutes from Nokomis Beach, the property offers sailboat-friendly water access, breathtaking sunsets, and convenient access to the Gulf. Jump on your boat and take a sunset cruise ride to Pops, snake island, or even head up to Sarasota and enjoy your day on the water. Whether you’re seeking a waterfront residence, income-producing investment, or development opportunity, this property offers exceptional versatility in a highly desirable location.

321 Bayshore Road, Nokomis

6005 Midnight Pass Road Unit S6, Sarasota
$839,000
2 Beds ⋅ 2 Baths ⋅ Provintial Gardens SubDv. ⋅ 34242 Zip Code
Escape the winter blues with this turnkey furnished free-standing villa ready for IMMEDIATE occupancy with DEEDED SIESTA KEY BEACH and BAY access steps away in a non age restricted community. No logistical headaches having to furnish a property in order to occupy or rent it. This beautifully decorated and extensively updated, maintenance-free, open floor plan, villa can be your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer/dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. Added peace of mind comes from no flooding or storm damage sustained from recent storms. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025, exterior painting will be completed by December. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with all new appliances within the past two years. For accessibility 36 inch doorways and grab bars are present, as well as smart home features such as keyless electronic front door entry, nest thermostat, and ring door bell. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and expansive guest suite are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft close cabinets, granite countertops, a large pantry, water filter system, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite includes its own private outdoor space with a water fountain. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise/wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees. The community’s bay front park includes a day dock for residents’ use. Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street. Catch the free trolley to enjoy a casual lunch or a fine dining dinner. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one pet. The monthly HOA fee is $1,113. Come enjoy winter on Siesta Key!

6005 Midnight Pass Road Unit S6, Sarasota

1775 Scenic Drive, Venice
$990,000
3 Beds ⋅ 4 Baths ⋅ South Venice SubDv. ⋅ 34293 Zip Code
Exceptional Venice Location | Distinctive Key West-Inspired Architecture! NOT FLOOD ZONE!NO HOA OR CDD! NEWER ROOF 08/2024,All Tankless WATER HEATER,all kitchen appliances were replaced, 1/2 water filtraction system has been replaced,2 NEWER AC's, 3 bathrooms has been renovated,second and third porches floor been done. Discover the extraordinary charm of this distinctive Key West-style waterfront residence at 1775 Scenic Drive in Venice, Florida! Offering approximately 2,784 square feet of living space across three levels, this one-of-a-kind property combines captivating architecture, spacious interiors, and spectacular waterfront scenery. Enjoy breathtaking views of the Venetian Intracoastal Waterway, watch boats pass by, and take in unforgettable Florida sunsets from the expansive wraparound porches on two levels. The main living level features a spacious great room, gourmet kitchen, formal dining room, and elegant French doors that invite in natural light and showcase the beautiful surroundings. The upper-level primary suite offers a private porch, creating a peaceful retreat with beautiful water views. Additional bedrooms provide comfortable accommodations for family and guests. The ground level features a versatile den or game room, a third full bathroom, and flexible space for entertaining, relaxing, or pursuing your favorite hobbies. With 3 bedrooms, 3 full bathrooms, and 1 half bath, plus a Large Garage and additional covered parking, there is room for vehicles, a boat, and recreational equipment. Well and septic utilities add to the property's unique setup. Conveniently located near historic downtown Venice, local shopping, restaurants, entertainment, and the beautiful Gulf beaches, this remarkable waterfront residence offers a rare opportunity to enjoy the beauty and lifestyle of Florida's Intracoastal waterways! Discover a truly distinctive residence in an exceptional Venice location! This impressive three-level Key West-style home offers 2,784 square feet of living space, expansive wraparound porches, and panoramic views overlooking the Venetian Intracoastal Waterway and the 12-mile Legacy Trail. Enjoy spectacular sunsets, watch boats glide by, and welcome the morning sunshine as it fills the home with natural light. The main living level features a gourmet kitchen, formal dining room, convenient powder room, and spacious great room highlighted by two sets of etched-glass French doors. Step outside to the impressive 40' x 10' front entry porch, perfect for relaxing and enjoying the surrounding views. The upper level features a spectacular primary suite with French doors opening onto a second 40' x 10' porch, along with a private primary bath. Two additional well-appointed bedrooms and a full guest bath complete this level. The ground level offers a welcoming entry foyer, indoor laundry room, third full bath, and a versatile den, game room, or potential fourth-bedroom suite, subject to applicable requirements. A spacious three-car garage provides ample parking and storage. Additional features include a removable carport suitable for RV or boat storage, separate AC units for each level, and on-demand hot water serving the upper two floors. With its grand presence, expansive porches, and timeless Southern charm, this extraordinary home offers a lifestyle that is anything but ordinary.

1775 Scenic Drive, Venice

5424 America Drive, Sarasota
$1,350,000
3 Beds ⋅ 3 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
New Roof and New AC!! Updated Kitchen and Bathrooms!!! Nestled on a quiet cul-de-sac in Sarasota, this stunning three-bedroom, three-bath waterfront home offers the perfect blend of tranquility and lifestyle. Enjoy your own private pool with sweeping views over the water, plus direct Intracoastal Waterway access via Philippi Creek. Deep water and a nine-foot bridge clearance make it easy for most 30-foot center console boats to come and go. Just across the creek lies a protected Sarasota watercourse barrier and wildlife refuge, preserving breathtaking, unobstructed views. Recent updates include a brand-new roof, AC unit, updated kitchen and bathrooms, a freshly painted exterior, and the timeless charm of a paver-brick driveway. It also features a 1.5 car garage, perfect for parking a full-size vehicle and a golf cart, bikes, or beach gear. From your private waterfront retreat, every day feels like a vacation. Best of all, it's in an X500 flood zone and you’re just a five-minute drive from world-famous Siesta Key Beach. Call the listing agent today to schedule your private showing!

5424 America Drive, Sarasota

8911 Midnight Pass Road Unit 511, Sarasota
$385,000
1 Beds ⋅ 1 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
TOP-FLOOR COASTAL LIVING WITH BREATHTAKING VIEWS OF THE INTRACOASTAL WATERWAY AND THE GULF OF MEXICO! Experience the best of Siesta Key living from this exceptional, turnkey furnished one-bedroom, one-bath residence in desirable Sunrise Cove. Enjoy the rare opportunity to take in spectacular sunrises over Sarasota Bay and magnificent sunsets over the Gulf of Mexico, all from your top-floor coastal retreat! With stunning water views in both directions, sparkling blue waters, and passing boats, every day feels like a vacation in paradise. The bright, inviting interior flows seamlessly into a Florida room where sweeping Intracoastal views take center stage. A built-in Murphy bed provides additional sleeping accommodations for family and guests, while the spacious primary bedroom features a generous walk-in closet. An updated bathroom and turnkey furnishings make this beautiful condo ready for immediate enjoyment. RESORT-STYLE LIVING AT SUNRISE COVE! Enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, game room, and waterfront docks available to lease for a nominal fee on a first-come, first-served basis. Recent community improvements include new roofs, docks, and carports. LOCATION, LOCATION, LOCATION! Perfectly situated directly across from Turtle Beach and just steps from waterfront dining at Ophelia's on the Bay and Turtles on the Bay. The complimentary Siesta Key Breeze trolley offers convenient access to the charming boutiques, restaurants, and entertainment of Siesta Key Village. On-site management and a 30-day minimum rental policy provide added flexibility for seasonal owners and rental opportunities. Whether you're searching for a seasonal escape, investment opportunity, or year-round residence, this top-floor gem offers an exceptional combination of dual water views, resort-style amenities, and an unbeatable Siesta Key location. Discover the coastal lifestyle you've been dreaming of! Your little piece of paradise awaits!

8911 Midnight Pass Road Unit 511, Sarasota

275 Lookout Point Drive, Osprey
$4,590,000
5 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle—a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay’s boating community.

275 Lookout Point Drive, Osprey

5855 Midnight Pass Road Unit 221, Sarasota
$634,900
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
Beautiful turnkey 2-bedroom 2 bath condo in Harbor Towers! All new hurricane windows, window shades, new plumbing for entire home and hot water heater 2025. Master bedroom has walk in closet, renovated bath with floating vanity and tub/ shower combo. Second bedroom is large with lots of windows and connected bath with tub / shower and floating vanity. Dining room and Living room combo with open floor plan. Hurricane windows across the entire front of condo give lots of sun and nice view of the lake. This unit includes a covered parking spot ($15.000 value). Rental income is very strong with on-site management. Unit currently rented Feb 13, 2027- March 20th, 2027. Great rental Income! This property features many amenities, including, heated pool with kiddie pool, 2 BBQ areas, social room with renovated kitchen, Har-Tru tennis courts, fitness room, kayak storage, harbor with boat slip rental. Close proximity to Siesta Key beach. Harbor Towers also offers one of the lower HOA fees on the key for all that is included.

5855 Midnight Pass Road Unit 221, Sarasota

5381 Palos Verdes Drive, Sarasota
$1,195,000
2 Beds ⋅ 2 Baths ⋅ River Forest SubDv. ⋅ 34231 Zip Code
This beautiful Mediterranean style home offers peaceful views of Phillippi Creek, mature oak trees, privacy, and an oversized 0.39 acre lot. Inside, you’ll find two spacious bedrooms, two bathrooms, plus den, a newly remodeled kitchen with granite countertops, stainless steel appliances, and custom wood cabinetry. Designed for both relaxing and entertaining, the home features generous living spaces, tile flooring, crown molding, and large windows overlooking the lagoon style pool and serene waterfront setting. With approximately 179 feet of frontage along Phillippi Creek, this is a truly special Sarasota property. Conveniently located near Siesta Key, Downtown Sarasota, and everything Central Sarasota has to offer. OWNER FINANCING OPTIONS AVAILABLE

5381 Palos Verdes Drive, Sarasota

1622 Stickney Point Road Unit 22-102, Sarasota
$229,000
1 Beds ⋅ 1 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Embrace effortless coastal living in this beautifully maintained, turnkey furnished and updated one-bedroom residence at Castel Del Mare, a welcoming waterfront community ideally located just minutes from the beaches, dining and attractions of Siesta Key. This desirable ground-floor home offers convenient walk-out access and a comfortable layout designed for an easy Florida lifestyle. The updated kitchen connects seamlessly with the main living space, creating a comfortable and functional setting for everyday living and entertaining. The expansive sliding glass door extends the living area to a generous screened lanai—a peaceful setting for morning coffee or evening relaxation overlooking lush green space, Intracoastal waters and the community tennis courts. Castel Del Mare offers an impressive array of amenities, including two heated swimming pools—one beautifully positioned along the Intracoastal Waterway—tennis courts, a barbecue area, kayak storage and a fishing pier. Flexible short- and long-term rental options offer attractive income potential, making this an appealing opportunity for those seeking both personal enjoyment and rental flexibility. Just across the Stickney Point Bridge, Siesta Key’s renowned white-quartz sand, turquoise Gulf waters, restaurants and laid-back island lifestyle are all within easy reach. Whether envisioned as a charming Sarasota pied-à-terre, a seasonal retreat, full-time residence or an income-producing rental, this inviting home offers an effortless way to enjoy the best of Sarasota coastal living.

1622 Stickney Point Road Unit 22-102, Sarasota

100 Circuit Road Unit S-7, Nokomis
$37,000
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
This premium marina dock slip offers the ultimate combination of convenience, top-tier service, and immediate deep-water access. Slip S-7 is 40L x 10W X 8.5H, and can suit a vessel that is 39L X 9W X 7.5H and is located on the top middle rack in the South building. Gulf Harbor Marina is situated in a prime location just 10 minutes from the Venice Jetty and the I-75 corridor, this full-service marina boasts No Fixed Bridges to the Gulf pathway, making it a boater's dream. Environmental excellence and peace of mind come standard, as the facility proudly holds both Clean Marina and Clean Boatyard Designations. Property management is highly cost-effective with low monthly administrative charges, while the facility stays open 7 days a week to serve you. Your boating lifestyle is fully supported by an impressive suite of on-site amenities and professional care. Unmatched Convenience: Enjoy unlimited splashes a month powered by large capacity fork trucks, alongside dedicated boat wash racks, a fish station, and a flush service. Fuel & Supplies: Access discounted fuel sales for owners and tenants, with ice, live shrimp, and frozen bait available right at the fuel dock. There are several covered self service bays to work on your vessel with water and electric provided. Attached to the marina is a service shop if you choose to hire a technician to work on your boat as well as a parts supply shop to prick up any boat or motor parts you might need. Gulf Harbor Marina is located adjacent to two waterfront restaurants and just moments from a county park, public beach, and a public boat ramp. Experience stress-free boating backed by award-winning service in a location that puts the open ocean minutes from your slip.

100 Circuit Road Unit S-7, Nokomis

5855 Midnight Pass Road Unit 605, Sarasota
$719,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
Harbor Towers 605 represents a unique opportunity to live on a high floor in the building with the coveted south-facing views looking over the pool. Welcome to Harbor Towers, your home at the beach- this perennial favorite building is now better than ever after undergoing massive exterior renovations which include strengthening and impact glass windows and sliding doors for all units! The unique and large grounds of Harbor Towers provide a spectacular setting with lots of space to enjoy the coastal lifestyle. You are not just buying a home, you're buying into a Yacht and Tennis Club, with har-tru tennis courts, a recently revamped marina with inexpensive boat mooring prices, a heated community pool, fitness center, meeting area, community kayak area and much much more. This unit has been renovated and lovingly cared for over the years. Besides the impeccable view down the Intracoastal Waterway, this unit offers well maintained luxury featuring tile floors throughout, kitchen update in 2021, in unit washer/dryer combo, full furniture package included- just to name a few. This unit must be seen to be appreciated. It is currently positioned in the rental program, but can be removed if desired. Pick your desired lifestyle- keep it all to yourself or earn some income to help pay for your investment. Harbor Towers is well taken care of and well managed. Onsite management, security and well funded reserves make this complex a true winner. This unit also has a covered carport spot that is included in the purchase. Don't wait on this opportunity- these types of units don't come to market very often. Schedule your private showing today!

5855 Midnight Pass Road Unit 605, Sarasota

8701 Midnight Pass Road Unit 304A, Sarasota
$649,000
2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code
Experience the ultimate Bayfront lifestyle on Siesta Key in this turnkey furnished 2BR/2BA residence at Turtle Bay. Tucked away on the serene south end of the island, this spacious condo blends modern coastal luxury with vibrant island living. Wake up to spectacular sunrises over the Intracoastal from your private, enclosed lanai, and wind down with sunsets via deeded beach access directly across the street. The generous primary suite features a walk-in closet, and a private entrance to the lanai. An in-unit laundry room includes a full-size washer/dryer and extra storage—a rare luxury on the Key! Additional upgrades include hurricane-impact windows to perfectly frame the water views. One of the most valuable features is the private, oversized 1-car garage providing secure parking and ample gear storage. Pet-friendly Turtle Bay offers premium amenities: brand-new boat docks/slips (just $300/year and you can add your own hoist), an updated fishing pier, kayak launch/storage, heated pool/spa, lighted tennis/pickleball courts, shuffleboard, clubhouse, and grilling area. Enjoy maintenance-free ease with on-site management, secure entry, and elevators. Leave your car behind and take the free trolley to nearby Siesta Village, South Village, or Point of Rocks snorkeling. Just minutes to Stickney Point Bridge and 20 minutes to downtown Sarasota. Perfect as a full-time residence, seasonal escape, or a great investment income opportunity.

8701 Midnight Pass Road Unit 304A, Sarasota

1519 Pelican Point Drive Unit 288, Sarasota
$375,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to your fully furnished, TURNKEY water view condo. Simply move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. This remodeled 2 bed/2 bath condo features soaring cathedral ceilings, clerestory windows, generous open floor plan and luxury vinyl flooring throughout. This bright and peaceful second-floor unit is centrally located within the 75-acre, botanic garden-like setting of Pelican Cove. Across the way is the private picturesque 87-boat slip harbor. Boat and kayak to Midnight Pass and have direct access to the gulf. Residents gain entry to the unique blend of natural habitats, miles of scenic trails, a fitness room, multiple heated pools and hot tub. There are six new pickle-ball courts and resurfaced tennis courts with active clubs for play. Many more recreational and cultural events are hosted year around. Robust live music, art and culture, and educational seminars are abundant in season. The community is also conveniently located with shopping and restaurants nearby. Siesta Key and downtown Sarasota are in very close proximity as well.

1519 Pelican Point Drive Unit 288, Sarasota

1115 Bayshore Drive, Englewood
$2,750,000
4 Beds ⋅ 4 Baths ⋅ Englewood Gardens SubDv. ⋅ 34223 Zip Code
Set on 1.81 private acres along coveted Bayshore Drive, this exceptional Lemon Bay estate offers breathtaking sunsets, direct boating access, and the privacy of one of Englewood's most sought-after waterfront addresses. Designed to embrace its bayfront setting, this custom residence offers approximately 4,729 square feet of living space with 4 bedrooms, 3.5 baths, elevator access, and an elevated single-level floor plan. Inside, soaring ceilings, expansive windows, and custom cypress woodwork create a warm, inviting atmosphere. The spacious kitchen features custom cabinetry, premium appliances, abundant storage, and a large butler's pantry with built-in shelving. Generous closets and thoughtfully designed storage can be found throughout the home. The sprawling ranch-style floor plan centers around the main living, dining, and kitchen areas, while separate wings provide ideal accommodations for family and guests. One wing features the primary suite and guest bedroom, while the opposite wing offers a family room, two en-suite guest bedrooms, a library or flex space to suit a variety of needs. Multiple living areas open to the elevated 15' x 25' pool and expansive covered outdoor living space, perfectly positioned to capture stunning Lemon Bay sunsets and panoramic water views. The lower level offers exceptional flexibility with extensive garage and workshop space, including an air-conditioned workshop and storage area. Nearly 9-foot-tall garage doors accommodate multiple full-size trucks, SUVs, recreational equipment, and boating gear, while a side-entry garage door provides convenient access for a golf cart, lawn tractor, or additional equipment. For boating enthusiasts, the recently rebuilt private dock features new Trex decking and an 8,000-pound boat lift, with quick access to the Intracoastal Waterway and the Gulf through nearby Stump Pass. Ownership also includes eligibility for membership in the Englewood Gardens Beach Club, offering private beach access, parking, kayak launch facilities, and waterfront gathering spaces. Built for durability and peace of mind, the home features impact-resistant windows and doors, a hurricane-rated metal roof, spray foam insulation, a whole-house generator, whole-house water filtration system, and a dedicated irrigation well serving the estate's lush tropical landscaping. A rare offering on Lemon Bay, combining acreage, privacy, elevated living, exceptional garage and workshop space, and direct access to some of Southwest Florida's most desirable boating waters.

1115 Bayshore Drive, Englewood

9393 Midnight Pass Road Unit 205, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open kitchen featuring granite countertops, stainless-steel appliances, and solid-wood cabinets. The thoughtfully reconfigured layout is ideal for entertaining or relaxing while taking in spectacular views of the bay and nature preserve. Both bathrooms have been nicely remodeled, with tile flooring throughout, recessed lighting, and solid-wood interior doors. Wake each morning to breathtaking sunrises from your bed with a cup of coffee or tea. The spacious air-conditioned lanai, with full-width sliding glass doors, is perfect for watching dolphins and manatees, boaters and kayakers, or simply enjoying a good book. In-unit washer and dryer plus a separate lower-level storage area for beach chairs, fishing gear, golf equipment, and more. Simple paradise! *** THE POINTE is a pet-friendly gated community that offers the best of both worlds — activity and exercise alongside peace and tranquility. Surrounded by water on three sides and set on 5+ acres of prime waterfront, residents enjoy boat docks with electricity and water, outdoor walkways to each unit, a heated outdoor lap pool, spa, sauna, kayak/canoe/SUP launches, tennis and pickleball courts, dog walk, open-air gazebo with BBQ grills, clubhouse, entertaining/party rooms, fitness centers in each building, a non-smoking environment, butterfly garden, and more. Advantageously located near fine and casual dining, Turtle Beach, shopping, coffee shops, nightlife, entertainment, Siesta Key Beach, a full-service marina, public transportation, and everything else this island paradise has to provide A rare opportunity to own a true piece of Siesta Key.

9393 Midnight Pass Road Unit 205, Sarasota

101 Seagull Lane, Sarasota
$6,750,000
5 Beds ⋅ 6 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
Breathtaking Bird Key Bayfront Estate | 5 Bedrooms | 5.5 Bathrooms | 5,176 SF | 0.69 Acre Experience the ultimate in Sarasota Bayfront living at this extraordinary Bird Key estate, where timeless coastal elegance meets modern luxury. Set on a private 0.69-acre homesite, the 5,176-square-foot residence is perfectly positioned to showcase sweeping bay views, spectacular sunsets and an unparalleled waterfront lifestyle. A grand paver driveway leads to oversized glass double doors, opening to an impressive, light-filled interior defined by soaring tray ceilings, intricate crown molding, designer finishes and expansive walls of impact glass. The open-concept design creates a seamless connection between the refined interiors and the breathtaking outdoor surroundings. At the heart of the home, the gourmet chef’s kitchen is both stylish and functional, featuring top-of-the-line appliances, custom cabinetry, a generous island, 2 butler’s pantries and temperature-controlled wine cellar—ideal for intimate dinners or effortless entertaining. Additional living spaces include a dedicated office, elegant formal and casual gathering areas, and a sophisticated game room designed for relaxed enjoyment. Each of the five spacious bedrooms offers a private retreat of comfort and serenity. Thoughtfully designed and beautifully appointed, the accommodations provide exceptional privacy for family and guests alike. Walls of glass pocket open to a spectacular resort-style outdoor oasis. A sparkling pool with sun shelves and spa is surrounded by a luxurious travertine deck overlooking tranquil Sarasota Bay. The expansive outdoor living area includes a full kitchen, covered lounge and dining spaces, creating the perfect setting for year-round entertaining, sunset cocktails and relaxing waterfront days. Enjoy direct access to the bay from your private beach, dock and boat lift, or take a leisurely stroll to the shops and restaurants of St. Armands Circle and the cultural attractions of downtown Sarasota. With its rare blend of privacy, sophistication and premier bayfront access, this exceptional Bird Key estate offers a truly unparalleled coastal lifestyle.

101 Seagull Lane, Sarasota

1608 Stickney Point Road Unit 8-107, Sarasota
$489,900
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Your Slice of Paradise Awaits at Castel Del Mare! Enjoy outstanding Intracoastal Waterway views from this beautifully remodeled, first-floor 2-bedroom, 2-bath condo, perfectly positioned to capture the relaxed Sarasota waterfront lifestyle. Step inside and you’ll immediately appreciate the thoughtful redesign and stylish finishes throughout. Wood-look plank tile flooring flows through the living areas, complemented by rich wood cabinetry and striking California granite countertops. Both bathrooms have been beautifully updated with quartz countertops, sleek sliding glass shower doors and carefully selected designer flooring. Hurricane-impact windows, Samsung appliances, and fresh interior paint add comfort and peace of mind. This residence has undergone a complete transformation and is truly move-in ready. Carport and storage unit included with sale. Castel Del Mare feels like a waterfront retreat with two community swimming pools, including one directly on the Intracoastal Waterway—an incredible spot to relax poolside while watching boats cruise by. Enjoy the fishing pier, tennis, shuffleboard and beautifully maintained community surroundings. Best of all, you’re just minutes from the world-famous sands of Siesta Key Beach, along with nearby restaurants, shopping and everyday conveniences. With monthly rentals permitted, this property also offers excellent investment potential. Don't wait this is the perfect lock and go unit as everything on the outside is maintenance-free! Water views, gorgeous updates, a first-floor location and the Siesta Key lifestyle—this one checks all the boxes! Sold Turnkey Furnished!

1608 Stickney Point Road Unit 8-107, Sarasota

1216 N Casey Key Road, Osprey
$9,750,000
5 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

1216 N Casey Key Road, Osprey

8977 Midnight Pass Road Unit 219, Sarasota
$529,000
2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening. This TURNKEY FURNISHED 2- bedroom, 2-bath condo is located on the second floor and offers the perfect blend of comfort, convenience, and resort-style amenities. The spacious living room features sliding glass doors that open to a screened-in lanai, creating the perfect setting to relax and enjoy panoramic Intracoastal views throughout the day. The primary bedroom offers a walk-in closet and en-suite bath, while the second bedroom also features a walk-in closet and beautiful views toward the Gulf of Mexico and the beach across the street. The hall bathroom includes a walk-in shower and tile flooring. The kitchen features a convenient pass-through to the dining and living areas, making entertaining effortless. Sunrise Cove offers an impressive array of amenities, including two heated swimming pools, an Olympicsize pool with restrooms and a covered lounge area, pickleball and tennis courts, a state-of-the-art fitness center, and a game room. On-site management and 30-day minimum rentals provide flexibility and excellent income-producing potential. Turtle Beach is directly across the street, while the free Siesta Key Breeze trolley stops nearby approximately every 15 minutes, making it easy to explore Siesta Key. Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are conveniently located right next door. Additional features include an extra storage closet conveniently located near the elevators in the laundry room. Recent community improvements include new roofs, new docks, and newly completed carports. Whether you’re looking for a vacation getaway, income-producing property, or full-time residence, this fabulous waterfront condo offers an exceptional opportunity to enjoy the best of Siesta Key living.

8977 Midnight Pass Road Unit 219, Sarasota

988 Blvd Of The Arts Unit 109, Sarasota
$2,099,000
3 Beds ⋅ 3 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code
Three Bedrooms. Private entrance. 10-FT HIGH CEILINGS (8 ft on other floors). Lives like a waterfront house. TWO KITCHENS, including a scullery prep kitchen. 1,800 SF PRIVATE PET-FRIENDLY TERRACE: the yard of a single-family home with condo convenience. A private, gated stairway leads directly to the pools, sauna, fitness center and marina, where boat slips are available to rent and you can add your own lift. Wide-water bay and bridge views. Elevated end unit set high above and behind two pool walls. Fully remodeled and finished in 2026. NEW roofs, NEW exterior, NEW landscaping and pool. 24-hr guard gate, steps from a 53-acre bay-front park and beach. Watch the video tour, then book your showing.

988 Blvd Of The Arts Unit 109, Sarasota

5100 Jessie Harbor Drive Unit 404, Osprey
$599,000
2 Beds ⋅ 2 Baths ⋅ Blackburn Harbor SubDv. ⋅ 34229 Zip Code
Sweeping water views, beautiful updates and an enviable waterfront lifestyle come together in this exceptional fourth-floor residence at Blackburn Harbor. Docking available on the premises for a very reasonable quarterly fee. Set along South Creek with direct access via canal to the Intracoastal Waterway and the Gulf, this spacious 2-bedroom, 2-bath home with a versatile den captures the essence of coastal Florida living, from spectacular sunsets and gentle sea breezes to easy access for kayaking and boating. Thoughtfully renovated, the residence offers a fresh, modern feel with laminate wood flooring throughout, plantation-style window shutters, updated lighting and new vertical drapery on the sliding doors. The open living and dining areas flow seamlessly to the spacious screened lanai, where expansive water views create a beautiful setting for morning coffee, afternoon relaxation or sunset entertaining. The updated kitchen features quartz countertops and backsplash, stainless-steel appliances replaced in 2022, a new faucet and disposal, and thoughtfully added cabinet drawers for enhanced storage and functionality. Both bathrooms were beautifully updated in 2022 with new cabinetry, sinks, granite countertops, backsplashes, faucets, mirrors and fresh paint. The spacious primary suite enjoys tranquil water views, three closets—including two walk-ins—and a generous ensuite bath. The guest bedroom features a walk-in closet and convenient access to the second bath, creating a comfortable private suite for guests. The den adds valuable flexibility as a home office, reading room or occasional third bedroom. Additional improvements include a new HVAC system in 2023, water heater, washer and dryer in 2022, and a new metal community roof installed in 2025. HOA fees include water, sewer, cable and Wi-Fi, leaving electric as the primary utility expense. Blackburn Harbor is an inviting gated waterfront community surrounded by lush tropical grounds and an active social atmosphere. Residents enjoy a heated pool, fitness center, tennis, pickleball, shuffleboard, clubhouse, walking paths, waterside gathering areas, grills and a kayak launch. Boat dockage is available for approximately $252 per month, offering the rare opportunity to keep your boat close to home and enjoy the waterways at your leisure. Located minutes from Nokomis Beach, the Legacy Trail, Oscar Scherer State Park, shopping and dining, this is a wonderful opportunity to enjoy the best of the Sarasota-area waterfront lifestyle—with the updates already done and nothing left to do but settle in and enjoy.

5100 Jessie Harbor Drive Unit 404, Osprey

210 Santa Maria Street Unit 248, Venice
$409,000
2 Beds ⋅ 2 Baths ⋅ Bella Costa SubDv. ⋅ 34285 Zip Code
Turnkey furnished, waterfront and ideally located on Venice Island, this beautifully updated Bella Costa residence offers an exceptional opportunity to enjoy the very best of coastal living. With two bedrooms, two en-suite baths and 1,013 square feet, the thoughtfully designed interior features timeless coastal finishes, impact windows throughout and the convenience of an in-unit Bosch washer and dryer. The enclosed lanai overlooks the boat basin and Intracoastal Waterway, creating a peaceful setting for morning coffee, afternoon relaxation or simply watching the boats pass by. Location is one of Bella Costa’s greatest advantages. Historic downtown Venice is just two blocks away, putting shops, restaurants, cafés and entertainment within an easy stroll, while Venice Beach is only a short bike ride from home. The waterfront community offers a heated pool, clubhouse, fitness room and inviting areas along the water to relax and enjoy the Florida lifestyle. Adding to the opportunity, this residence is a proven seasonal rental and is already leased for the upcoming four-month season from December 1 through March 31, providing approximately $22,700 in net rental income. For investors, it offers the advantage of an established seasonal rental with income already secured for the coming season. Buyers may close before December 1 and immediately benefit from the rental income and then step into a beautifully furnished island home ready to enjoy when the lease concludes. Whether you are looking for a waterfront retreat, a seasonal residence or an investment opportunity, Bella Costa delivers an appealing combination of location, lifestyle and flexibility. Turnkey convenience, waterfront views and a walkable Venice Island setting make this an opportunity not to be missed. Start looking forward to mornings by the water, afternoons at Venice Beach and evenings strolling historic downtown.

210 Santa Maria Street Unit 248, Venice

1900 Cove Ii Place Unit 127, Sarasota
$560,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in ready.. just bring your bathing suit and a toothbrush and you are off to the beach with its deeded beach access or hop on your boat , (docks subject to availability to rent for 100.00 a week) just steps away! Huge glass sliding doors open to the screened and tiled lanai with a stunning and expansive view of the inter-coastal waterway and south bridge. It's your private birds eye view to watch boats, dolphins, birds and all the abundant nature in your own little piece of paradise! Kitchen is updated and charming with granite counters, soft close cabinets and drawers, a coffee bar and eat-on counter, all open to the tropical views and updated tiled living areas. Bathrooms are stylish with a newly tiled walk-in shower and raised vanities. Condo has a convenient laundry closet with washer and dryer, and an outside storage closet with plenty of room for your sports equipment and beach toys. If you are looking for a rental investment, it may be leased on a weekly basis and offers an onsite management company. The amenities are top-notch and include a heated pool, clubhouse, deeded beach access, direct inter-coastal waterway access, fishing, boat docks, basketball court, tennis/pickle ball courts, grilling areas, and kayak storage. New roof 2025. Location of Midnight Cove II is sought after...walking distance to the local market, famed restaurants and bars, and shopping. Also it's close to pop over the bridge to the mainland to enjoy the arts scene, downtown and all Sarasota has to offer! Or... jump on the free trolley.. access just outside of the community and it takes you to the bustle of the Siesta Village or to the South end of the island to Turtle Beach! So much to explore and enjoy in your new Siesta Key home! ISLAND LIFE at it's FINEST!

1900 Cove Ii Place Unit 127, Sarasota

1136 N Lake Shore Drive, Sarasota
$11,375,000
4 Beds ⋅ 8 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore Drive, Sarasota

1444 Harbor Drive, Sarasota
$6,999,900
5 Beds ⋅ 7 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Virtually Staged. Welcome to this exceptional waterfront home in the highly sought-after Harbor Acres neighborhood. With more than 5,000 square feet of living space, this five-bedroom, five-full-and-two-half-bath residence combines classic Spanish/Mediterranean style with comfortable living and beautiful waterfront views. Located on a private waterfront basin with direct access to Sarasota Bay, the home offers spectacular sunsets and an ideal setting for enjoying the Florida lifestyle. The home features two primary suites, one on each level. The first-floor suite has private garage access and is well suited for guests, extended family, or multigenerational living. The additional bedrooms offer flexibility for offices, a fitness room, or other uses. The spacious interior includes a gourmet kitchen with granite and quartz countertops, wet bar, wine cooler, breakfast bar, and open access to the family room. Multiple electric fireplaces add warmth and character, and an interior elevator provides easy access between floors. Outdoor living is a major highlight. Covered lanais on both levels overlook the heated PebbleTec pool, spa, and waterfront. A covered outdoor dining area with summer sink and pool bath provides an ideal space for entertaining. Tropical landscaping adds privacy and creates a relaxing resort-style setting. Boating enthusiasts will appreciate the deep-water dock with boat lift and room for a large vessel, with convenient access to Sarasota Bay and the surrounding waterways. The home is move-in ready and has been meticulously maintained. Recent improvements include three new AC/HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, and a 22KW Generac generator, along with more than $50,000 in additional upgrades. Harbor Acres is conveniently located near Downtown Sarasota, Lido Key, and Siesta Key, as well as excellent restaurants, boutique shopping, hospitals, medical offices, banks, and everyday conveniences. A rare opportunity to own a spacious waterfront home with direct Sarasota Bay access, excellent boating amenities, a private pool and spa, and flexible living spaces in one of Sarasota's most desirable neighborhoods.

1444 Harbor Drive, Sarasota

5955 Midnight Pass Road Unit 21E, Sarasota
$698,000
2 Beds ⋅ 2 Baths ⋅ Contntls Sea Club SubDv. ⋅ 34242 Zip Code
Sea Club II -Only those looking for a relaxing, quiet and tranquil get-away with an "Old Florida" feel. Sea Club II has private access to Siesta Key beach sand and the Gulf of America, with a 5-minute walk down community path. This Unit is on the second floor with stair access only. Discover the beauty of Siesta Key from this superb 2-bedroom condo. One bedroom has a 1 king bed and one with a 1 queen bed, queen sofa bed in living room. Cozy Electric Fireplace, Heated Pool, Area for lounging in the sun, dock area for fishing, Tiki Hut with chairs & charcoal grills. This fabulous property offers a comfortable and inviting space for guests- enclosed lanai and a large private deck overlooking the Bay with a gas grill and outdoor furniture. You'll find all the essentials you need, including 2 yr. old AC, hair dryer, Wi-Fi, an iron, coin laundry, beach chairs, wagon and umbrella, beach towels included in this turn-key sale! Move in and enjoy your new purchase. Laundry hook-ups but there are coin laundry machines on the 1st floor. Pets are not allowed. Minutes from Restaurants, Shopping, Entertainment, Grocery Store and Downtown Siesta Key Village. Public Stop for the Trolly is steps from the Condo Entrance! The views are exceptional of the ICW and bay as this the bayfront unit on the second floor, the only one with the large patio. This unit comes with a one car garage that only a few units are lucky enough to have. This two-bedroom unit has a deluxe bathroom and a half bathroom as well. Nice kitchen with granite tops and island L bar seating. Dinig table next to kitchen for those family dinners to make memories at. There is a community marina to bring your boat and enjoy this true Florida Beach and Bay lifestyle!!

5955 Midnight Pass Road Unit 21E, Sarasota

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