Refine Search
Sort by
$735,000
2 Beds 2 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Looking for the perfect slice of Siesta Key paradise to make your own? This 2 bed/2 bath home is situated on just over ¼ acre lot with majestic trees offering shade, privacy and tons of character. The newly carpeted living room opens up to the Florida Room for the perfect marriage of indoor/outdoor living. An oversized screened patio just off the kitchen provides the perfect opportunity for alfresco dining. Both bedrooms are ensuite with fresh new carpeting while the primary has the added benefits of a walk-in closet, dual sinks with a vanity and maximum privacy due to the split floor plan. There is a dedicated laundry room with cabinetry and a desk if office space is needed. The circular driveway and 2 car garage provide plenty of parking. For families the highly rated Out-Of-Door Academy is just a few blocks away for Pre-K through Grade 5. The #1 Siesta Key Beach is located approximately 1 mile from the front doorstep. And the popular Siesta Village with a variety of dining and shopping options is even closer!

717 Treasure Boat Way, Sarasota

$655,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
Coastal living at it's best at Harbor Towers Yacht & Racquet Club. You will fall in love from the moment you enter this gated premier waterfront paradise on Siesta Key which recently completed a $13 million, four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. WOW this beautifully furnished 2-Bedroom, 2-Bathroom condo INCLUDES IT'S OWN CARPORT (A RARE COMMODITY!!) and two balconies with unobstructed views of the intracoastal, marina, and pool. This unit has been tastefully renovated, plantation shutters and freshly painted through out including all new 6 panel interior doors, new furnishings 11/24, new A/C 2023, new water heater 2022, and 20" tile flooring on the diagonal through out. The amenity rich Harbor Towers is in a class of its own, offering boating, fishing, kayaking, bayfront gazebo, two heated pools, large BBQ area, kitchen prep area, state of the art fitness center, an active three Har-Tru tennis courts, a sauna, a clubhouse, high-speed WIFI, a fabulous marina with new docks, pilings, electrical pedestals and water. If interested, the association has slips available on a first come first serve basis at $3 a foot. The property is conveniently located moments from Siesta Key Village with an abundance of shopping, dining, and nightlife options. Enjoy getting around Siesta Key on the free trolley that stops right outside the community or you can walk to the World-Famous Siesta Key Beach! If you are not planning on living here full time or just want an investment, this unit can be rented for a two-week minimum rental period plus you can utilize the on-site rental program or manage rentals yourself.

5855 Midnight Pass Road Unit 204, Sarasota

$800,000
2 Beds 2 Baths Harbour Towne SubDv. 34242 Zip Code
“Living the Siesta Key Life” is waiting for you. BOAT DOCK AND DEEP- WATER BASIN.( 13,000 lb lift) Private single car garage too! This first floor 2-bedroom condo is totally updated, with a new kitchen, quartz countertops and breakfast bar, spacious bathrooms, custom doors and new beautiful easy-care tile throughout. This unit is selling totally furnished. Open floor plan for entertaining family and friends. The master has water views with sliding glass door for lots of light. The second bedroom enjoys a private tropical garden view. This community offers an amazing clubhouse, grills, large swimming pool, spa, tennis, pickleball courts and fishing pier. Walk to the crystal white sands and blue water of world-famous Siesta Key Beach and enjoy swimming, walking, sunning and reading in paradise. Walk or take the trolley to lively Siesta Key Village for dining in casual and formal restaurants, enjoy listening to live music.

1235 Dockside Place Unit 108, Sarasota

$635,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
You have the best of both worlds with this unit, a View to the East overlooking over the Intracoastal waterway and the Private Beach to the West. As you walk into the dining/living room you will become enchanted with the mesmerizing view. Whether its a daytime view of the intracoastal boats of many sizes and shapes-yachts-sailboats, and dont forget its birds, sea faring animals; or when nighttime falls you will see the twinkle of the city lights under your watchful eye. Going Turnkey Furnished! Not much to do in this unit; impact windows on lanai, bathrooms and kitchen updated. Where else can you get a supersized utility room, parking under the building two heated pools, tennis and pickle ball courts, fishing pier, clubhouses and of course beach access. Management on site.

1255 E Peppertree Drive Unit 506, Sarasota

$414,000
2 Beds 2 Baths Vista Hermosa SubDv. 34242 Zip Code
Coastal Living Awaits at 202A Vista Hermosa, Siesta Key! •Welcome to your slice of paradise just steps from the powdery white sands of Siesta Key Beach—voted one of the best beaches in the world! This charming 2-bedroom, 2-bath in the highly sought-after Vista Hermosa community offers the ideal blend of comfort, convenience, and island lifestyle. Fully furnished and move-in ready—perfect as a full-time residence, seasonal getaway, or income-producing rental. Community Amenities: • Heated swimming pool • Clubhouse for social gatherings • Shuffleboard courts Prime Location: • Just a short stroll to Siesta Key’s white quartz beaches • Minutes to Siesta Village’s restaurants, shops, and nightlife • Easy access to mainland Sarasota Whether you're looking for a serene coastal retreat or an investment opportunity, 202A Vista Hermosa delivers relaxed Florida living at its finest. Don’t miss your chance to own a piece of paradise!

6727 Midnight Pass Road Unit 202A, Sarasota

$659,000
2 Beds 2 Baths Siesta SubDv. 34242 Zip Code
Built in 2009, this fully renovated first-floor 2-bedroom, 2-bathroom condo at The Beach Club at Siesta Key is a rare opportunity offering both personal enjoyment and strong rental income. Just steps from the world-famous Siesta Key Beach, the property has a proven history of short-term rental success, with owner usage permitted up to 120 days per year—making it an ideal balance of leisure and investment. Uniquely positioned within the community, the unit feels like an end unit thanks to the way the buildings are angled, offering enhanced privacy and natural light. It’s also the only first-floor condo in the complex with its own private covered balcony, surrounded by lush tropical greenery. This exclusive outdoor space provides a peaceful retreat with serene views of the pool while maintaining privacy through natural landscaping. Inside, the updates are extensive. The condo features fresh interior paint, brand-new living room furniture, modern lighting, a new dining set, flat-screen TVs in every room, and a brand-new washer and dryer. The open layout includes a bright and fully equipped kitchen with stainless steel appliances, offering a turnkey living space that is comfortable and inviting for both owners and guests. The property is fully furnished and professionally managed on-site, providing a hands-off experience with services including guest bookings, communication, cleaning, and maintenance. Amenities include a heated pool, hot tub, complimentary Wi-Fi, and free beach chairs and umbrellas. The Beach Club offers direct access to the cool white sands of Siesta Key Beach just steps away through a shared community gate—making beach days effortless and convenient. Located mid-island and just minutes from the Stickney Point Bridge, this unit provides easy access on and off the island and close proximity to shopping, dining, and outdoor recreation in the vibrant Siesta Key Village. With a combination of premium upgrades, a rare private balcony, and a stellar rental track record, this condo stands out as one of the premier offerings on Siesta Key.

1020 Sun N Sea Drive Unit 104B, Sarasota

$1,100,000
2 Beds 2 Baths Siesta Breakers SubDv. 34242 Zip Code
Step into this beautifully refreshed 2-bedroom, 2-bathroom condo offering 1,285 sq ft of upscale comfort with breathtaking views of the Gulf of Mexico. Nearly every feature is under three years old—including stylish furnishings, bedroom carpet, fresh interior paint, a modern master shower, washer and dryer, refrigerator, and a brand-new AC installed in April 2025. Located on the desirable Siesta Key, this unit combines comfort, style, and breathtaking beauty. The bright, open layout features neutral tile floors throughout the main living areas, with plush carpeting in the bedrooms. The spacious living room opens to a private patio, perfect for enjoying the panoramic Gulf views. The well-equipped kitchen boasts ample wood cabinetry, a peninsula island with an eat-in breakfast bar, and appliances, including a full-size refrigerator, range, microwave, and dishwasher. The master suite is a peaceful retreat with sliding doors leading to the patio and Gulf views. It includes a king-sized bed, lounging chair, and two walk-in closets. The ensuite bathroom offers double sinks and a large shower. The guest bedroom, with two twin beds, provides a cozy space with easy access to the second full bath featuring a tub/shower combination. Additional conveniences include an in-unit washer and dryer, along with window treatments and a dedicated entryway. Fully turnkey furnished, this condo is ready for you to move in or rent out. Siesta Breakers offers an exceptional array of amenities for its owners and tenants. The property features a private, gated beach access, so you can step out from your unit directly to the soft, powdery sands of Siesta Key’s world-famous beach. The heated community pool is perfect for relaxing or swimming laps, with plenty of outdoor seating and a private air-conditioned clubhouse that includes a small library, tables for socializing or playing games, and a comfortable atmosphere for gathering with neighbors. For those who enjoy a more active lifestyle, the community offers on-site tennis and pickleball courts, and the HOA maintains the grounds to ensure they are always beautiful. Parking is a breeze with a dedicated, covered carport space, as well as guest parking available for your visitors. An on-site manager makes it easy to rent out your unit for additional income, with a minimum one-week rental policy, allowing you to capitalize on the popularity of Siesta Key as a vacation destination. Whether you use the on-site management or choose to self-manage the rentals, this property is an excellent income-producing opportunity. In 2024, it generated over $84,000 in rental income, and solid bookings are already in place well into 2026, making it a great investment. Just steps from the beach, Siesta Breakers is also within walking distance to shopping, dining, and local markets, offering the best of island living. With easy access to Sarasota-Bradenton International Airport, travel is a breeze. Whether you’re looking for a second home, vacation rental, or full-time residence, this condo offers the ultimate Siesta Key lifestyle with income potential, luxury, and unbeatable Gulf views.

6480 Midnight Pass Road Unit 315, Sarasota

$455,000
2 Beds 2 Baths Turtle Bay SubDv. 34242 Zip Code
Endless Potential in a Prime Location! Located in the highly desirable Turtle Bay on South Siesta Key, this two-bedroom, two-bath condo is a blank canvas- original and ready for its new owner to bring their vision to life. With stunning views of Little Sarasota Bay from the living room and private balcony, this unit offers the perfect foundation to create your dream coastal retreat. Enjoy access to an updated fishing pier-ideal for casting a line or simply soaking in the stunning water views. Boaters will love the private boat dock with boat slips available for just $300 a year, making it easy and affordable to explore the waterways. Additional community amenities ensure every day feels like a vacation along with a deeded beach access just across the street at Tortuga Community for direct access to the sparkling Gulf of Mexico waters world-famous sunsets. Inside, you'll find an open-concept layout, generous natural light, spacious bedrooms, and private balcony where you can take in the tranquil waterfront scenery overlooking the pool. The spacious layout provides an ideal backdrop for your renovation and personalization. Whether you're dreaming of a modern beach-chic aesthetic or a cozy Florida getaway, the possibilities are endless. Residents enjoy deeded beach access across the street, providing easy entry to the gulf and gorgeous sunsets! Additional highlights include a private detached garage, plenty of guest parking, and located minutes away from Siesta Key Village, shopping, dining and entertainment. Enjoy all the amenities at Turtle Bay which include a heated pool, tennis and pickleball courts, clubhouse, and fishing pier with day dockage. With the beach just a short walk away, this is your chance to own and transform a piece of paradise on Siesta Key.

8701 Midnight Pass Road Unit 206A, Sarasota

$1,950,000
3 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
PRICE REDUCED! ONLY A 5 MINUTE STROLL TO SIESTA KEY BEACH (beach access 11)— WATERFRONT GRAND CANAL HOME! PROPERTY HIGHLIGHTS: Prime Siesta Key Waterfront! Close to the beach, this fully renovated canal-front home sits on 13,126 sq ft (2.5 buildable lots) with direct water access. Currently a turnkey, short-term rental–approved vacation property, it offers excellent income potential or the opportunity to develop two luxury homes. Sold fully furnished, with many new upgrades throughout. A rare investment in an unbeatable location! KEY FEATURES: • 125’ of Grand Canal Waterfront – Boat, fish, kayak, or relax by the water. Includes private dock, pool, hot tub, and spacious outdoor deck ideal for entertaining • Fully Renovated in 2025 – Recent 2025 updates throughout this 2,010 SF home (2,775 SF total) featuring 3 bedrooms, 2 full baths, vaulted ceilings, spacious great room, fireplace, dining area, enclosed lanai with water views, 2 car garage, pool, hot tub, plenty of parking space, and an extra parking area to keep a boat • Turn-Key Ready – Move in today! Optional full furnishings include: furniture, bikes, kayaks, beach chairs, linens, grill, stocked kitchen and more—perfect for immediate use or rental income, or both • Leisurely Stroll or Bike Everywhere on Siesta Key – Just a 5-minute stroll to Siesta Key beach, or a quick bike ride or very short distance to Siesta Key Village INVESTMENT OPPORTUNITIES – MULTIPLE USE OPTIONS: • Primary or Second Home – Enjoy the Florida lifestyle now • Vacation Rental Ready – Approved for weekly short-term rentals (documents available). Property has a successful 26+ year rental history with many return guests. Full furnishings available: turn-key ready • Rental Income Flexibility – Rent seasonally, monthly, or annually. Many 2026 reservations already on the books! Buyer has option to keep the current vacation rental business going! Keep some calendar dates open for your own personal use, and invite friends to visit! • Development Potential – Build two new homes on the 2.5 approved lots. Live in one, sell the other—or sell both for significant profit WHY THIS PROPERTY STANDS OUT! • Rare 2.5-Lot Parcel on Siesta Key’s most desirable Grand Canal—Only 5 minute stroll to Siesta Beach! • Unmatched combination of location, lifestyle, and investment opportunity • Beach + Boating lifestyle without compromise • Fully Renovated and Ready to Go!

5430 Avenida Del Mare, Sarasota

$1,259,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
** PRICE IMPROVEMENT! ** Welcome to this beautifully REMODELED 2 bed/2 bath GULF FRONT residence, where quiet luxury meets modern comfort! Breathtaking FULL GULF VIEWS. *FURNITURE INCLUDED.* Exceptionally light and bright, this is a rare, highly desirable END UNIT featuring an extra window with sunny southern exposure. Step inside to a spacious OPEN CONCEPT layout, featuring brand NEW 2025 LUXURY VINYL PLANK flooring, crown molding, beautifully textured walls and ceilings, and NEW 2025 designer overhead fandeliers and balcony ceiling fans. 5 panel interior doors throughout add an elegant touch. The living room offers deep elegant built-ins, perfect for displaying collectibles from your travels. Two NEW complete sets of 2024 floor to ceiling hurricane impact sliders open from the living room and primary bedroom into to your own 25’ private open air balcony overlooking 800’ of PRIVATE BEACH and the shimmering Gulf. After sunset, open the glass doors, pull the screen sliders across, and take in the gentle Gulf breeze as you drift off to the soothing sound of the waves. Wake up to breathtaking water views and the cheerful calls of the seagulls as you sip your morning coffee. The bright chef’s kitchen is designed for both functionality and style, with granite countertops extending into a built-in corner desk, a large breakfast bar, and premium KitchenAid, Bosch, and GE Profile stainless appliances. Thoughtful details include an Avallon 32-bottle wine refrigerator, warming drawer, soft close drawers, deep pull-out drawers for pots and pans, and an appliance garage, while dimmable recessed lighting adds ambiance to the space. The primary suite includes a custom walk-in closet and an ensuite bath featuring dual vanities and a glass enclosed travertine tiled shower. A set of French doors opens to the versatile guest bedroom, which is large enough to accommodate two queen beds or it can function as a home office or den. Ideally located just around the corner from Siesta Key Village, his extraordinary coastal retreat is waiting for you!

20 Whispering Sands Drive Unit 406, Sarasota

$650,000
2 Beds 2 Baths Turtle Bay SubDv. 34242 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bathroom condo located in the highly sought-after bayside community of Turtle Bay on Siesta Key. Tucked away on the serene south end of the island, this spacious unit offers views of Little Sarasota Bay and a truly effortless coastal lifestyle. The interior features thoughtful upgrades including travertine flooring, solid-surface countertops, GE appliances, new cabinetry, a reverse osmosis system, and plantation shutters that fill the home with natural light. You’ll love the oversized hurricane-impact sliding windows in the living area and lanai, designed to frame water views and invite in those island breezes. A full-size stackable washer and dryer is conveniently located in a separate in-unit laundry/storage room—something rarely found in Siesta condos! Turtle Bay offers a host of top-tier amenities, including a heated pool, hot tub, clubhouse, grill and picnic area, lighted tennis and pickleball courts, a newly updated fishing pier, and a boat dock with slips available for just $300/year. Deeded beach access is located just across the street via the neighboring Tortuga community, allowing you to dip your toes in Siesta’s world-famous powdery white sand and take in nightly sunsets on the Gulf. Additional highlights include a private detached garage and plenty of guest parking. The community recently passed its Milestone Inspection, and the grounds are impeccably maintained. Located just minutes from Siesta Key Village, shopping, dining, and entertainment, with convenient access to the free Siesta Key trolley. Whether you’re searching for a full-time island residence, seasonal escape, or an investment opportunity, this condo is ready for its next chapter. The only reason it’s available is because the seller’s mother, who recently purchased the unit, now needs to transition into assisted living offering you a rare opportunity to enjoy all the benefits of an updated, move-in ready home in one of Siesta Key’s most cherished communities.

8735 Midnight Pass Road Unit 306B, Sarasota

$670,000
2 Beds 2 Baths Our House At The Bch SubDv. 34242 Zip Code
Rarely available, this recently fully-renovated lake-front townhome is steps away from the crystal sands of Siesta Key Beach! Beautifully updated with a Coastal Chic interior, this end unit townhouse lives large. Light & bright with high ceilings, an open floor plan & four sets of glass sliders inviting the Gulf breezes inside makes each new day a delight. This 2-bedroom, 2-full bathroom home has a 1-car enlarged garage with ample storage for the water & sunshine toys, a covered balcony for coffee at sunrise & a 21’ long covered porch to celebrate evening sunsets! The kitchen with soft-close, hard-wood cupboards, granite counters & bar top is well equipped for efficiency to serve the adjacent dining table, bar seating or rattan cozy coffee table for two! The Primary Ensuite has a lake-view from the King bed, walk-in shower, dual vanities and 3 separate closets. Bedroom 2 is separated on the 2nd floor and enjoys the morning sunrise & adjacent 2nd full bath. The solid-surface floors & the full-sized inhouse washer & dryer provide easy maintenance & electric power shades on all windows provide closure at the end of the day. This unit was totally remodeled with high-end furnishings & interior finishes several years ago & has been lightly used, reserved for only Family & Friends. Onsite amenities include tennis, a resort-style pool, BBQ & picnic area. Across the street, the Siesta Key Public Beach offers Pickleball, Tennis, a Kid’s Playground, Lifeguards, wheelchair access & Sand Volleyball on the beach! A FREE Trolly runs up & down the Key to a plethora of restaurants, bars, small boutiques & shops. Being sold turn-key, this is a great opportunity for a new owner and/or is also a great investment property. There is an on-site, short-term Rental Company with a waiting list for 2026 reservations. Siesta Key Beach was Ranked in 2025 by Tripadvisor #1 in the U.S. & #4 in the World. Don’t miss this opportunity for a fabulous townhome across the street at Our House at The Beach!

1113 Lake House Circle Unit C110, Sarasota

$650,000
2 Beds 2 Baths Palm Bay Club SubDv. 34242 Zip Code
AVAILABLE NOW - UPDATED COASTAL RETREAT ON SIESTA KEY! Step into island living with this beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Palm Bay Club – one of Siesta Key’s premier beach-to-bay resort communities. This stylish second-floor residence features a modern open-concept kitchen with granite countertops, updated tile flooring throughout, and coastal-chic furnishings that create a fresh, inviting ambiance. Enjoy tranquil views from your private balcony overlooking lush tropical courtyards, and take advantage of direct access to Sarasota Bay with day docks, a fishing pier, a heated bayside pool, and a large custom hot tub. Deeded beach access leads you to a private stretch of world-famous Siesta Key Beach, where you’ll find another heated pool, a brand-new fitness center, lighted tennis courts, and pickleball. Whether you're looking for a personal getaway or a high-performing rental property, this turnkey-furnished condo is rental-ready, with 3-day minimum stays allowed and on-site rental management available. Located in the heart of Siesta Key, you're just minutes from both the North and South Villages for shopping, dining, and entertainment. Don’t wait – this updated gem is move-in ready and available now! Schedule your private showing today.

5963 Midnight Pass Road Unit 355, Sarasota

$850,000
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Experience the ultimate beachfront lifestyle in this charming 2-bedroom, 2-bathroom condo, perfectly located in the heart of Siesta Key. Nestled in a sought-after community, this ground-floor unit offers easy access to the world-renowned quartz sand beaches and the crystal-clear waters of the Gulf of Mexico. Step inside to find a bright, open-concept living space with large windows that invite in natural light. The well-appointed kitchen features modern appliances, ample cabinetry, and a convenient breakfast bar. The spacious bedroom boasts plush carpeting, a generous closet, and an en-suite bath with stylish finishes. Enjoy resort-style living with fantastic community amenities, including a heated pool, private beach access, fitness center, and barbecue area—perfect for entertaining and relaxation. Whether you're seeking a vacation retreat, investment opportunity, or full-time residence, this condo is the ideal choice. Located just minutes from Siesta Key Village, you'll have easy access to charming shops, waterfront dining, and vibrant nightlife. Plus, Sarasota’s cultural attractions, golf courses, and marinas are just a short drive away. Don’t miss this rare opportunity to own a slice of paradise on Siesta Key’s world-famous coastline! Schedule your private showing today and start living the beach life you’ve always dreamed of.

6267 Midnight Pass Road Unit 105, Sarasota

$1,100,000
3 Beds 2 Baths Bay Island Park SubDv. 34242 Zip Code
Welcome to Flamingo Avenue, one of Sarasota's most coveted streets. Set on Bay Island, this classic Sarasota home presents an excellent opportunity to own on a street accompanied by iconic estates. You'll feel the ocean breeze at this location, and even enjoy partial water views from balconies! This Key West style home offers an elevated living area with features such as wood floors, fireplace, plantation shutters and much more! From the moment you arrive at this property, you'll notice the walled-in pool and patio area which creates a private island oasis with covered seating area. The first level of the home features a two-car garage and abundant storage. The main living level is on the second story and features a generously-sized living area, dining room, kitchen and two bedrooms with access to the hall bath. The primary bedroom is on the third level and features its own west facing balcony for incredible sunset viewing. This spacious suite offers plenty of room, an oversized walk-in closet, and spacious bathroom. This home has a metal roof and two brand new HVAC units for low maintenance peace of mind. This small and private dead-end street is unique to Bay Island and presents a fine opportunity to own in one of Sarasota's best neighborhoods. Easy access off the north bridge to downtown Sarasota is yours, and as well as just a short distance to amazing Gulf beaches. Schedule your private showing today!

3455 Flamingo Avenue, Sarasota

$425,000
2 Beds 2 Baths Sandy Cove SubDv. 34242 Zip Code
This is the One! *A true community! Enjoy the island lifestyle with actual neighbors*No need to worry about who will be renting next to you on a week to week basis* (Rental options available after 2 years) *Seller will make a concession off list price of 1 year of current HOA fees ($10,188) to offset rental terms*Rarely Available 2bed/2bath Condo located in Sandy Cove II*Second Floor Unit with Your Own Exterior Entrance and Water Views from Your Living Room! Own a Tree top Condo on the #1 beach, Siesta Key*Pet friendly*Open plan with Cathedral ceilings*Sandy Cove II offers access to one of the best fishing piers and waterfront areas on Siesta Key*Designed by Frank Smith from the Sarasota School of Architecture*The master bedroom is on the first level with its own sliding doors that open to a side balcony*The Living Room has full views of the Gulf*The second bedroom is located on the second level with it's own bathroom*Located on the second level is a bonus room* Newer AC system which is still under warranty*Hurricane-rated/high end sliding glass doors which also feature window tint for energy savings*This condo is a short (less than .5 miles) walk or bike ride to the shops and restaurants of Siesta Village*The community features a clubhouse with a screened porch that can be used for private parties and an apartment for visiting guests*There is bike, canoe, kayak, & paddle board storage available & this property has a separate assigned storage unit as well*Sandy Cove II is truly an unique complex located on the North end of the Key*

212 Pass Key Road Unit 212, Sarasota

$482,500
2 Beds 2 Baths White Sands Village SubDv. 34242 Zip Code
Your coastal oasis awaits! This charming 1st floor condo is a short walk away from the award-winning Siesta Key Beach, known for its quartz-filled, cool sand and turquoise waters. This tastefully furnished, spacious 2-bedroom, 2-bath condo is being offered turnkey furnished and features additional storage as well as an in-unit laundry, a thoughtful improvement by the current owners. Whether enjoying the relaxing gulf breeze from your lanai, the picturesque sunsets of Siesta Key Beach or a refreshing swim in the community’s heated pool there is something for everyone right at your fingertips. Other amenities include: a clubhouse equipped with a kitchen and library, a community marina (waitlist applies), grilling and dining areas, assigned carport with additional guest parking available and on-site management (M-F, business hours). Siesta Key Village offers vibrant dining, shopping, and entertainment options and is located just 1 mile away. Owners are permitted to have one small dog or cat under 25 pounds. With a two-week minimum rental policy, this condo allows for income generation up to 26 times a year. Established rental history available.

5643 Midnight Pass Road Unit 909, Sarasota

$1,000,000
2 Beds 2 Baths Polynesian Gardens SubDv. 34242 Zip Code
A $500K price reduction - don't wait! A rarely available bayfront opportunity to create your dream retreat on Siesta Key. Experience the allure of waterfront living in this detached bayfront villa, poised for a fresh vision in the desirable Polynesian Gardens community on Siesta Key. One of only 11 exclusive bayfront residences, this end-unit villa offers sweeping, unobstructed views of the Intracoastal Waterway from nearly every room, where sunrises paint the sky in breathtaking hues. Go outside to your expansive private waterfront deck, where you can unwind to the sights of boats gliding by, playful dolphins in the distance, and the peaceful rhythm of the bay. A natural beachfront at your doorstep invites you to dip your toes in the water and embrace the tranquil coastal lifestyle. Professionally remediated following Hurricane Helene, this residence is a blank canvas, ready for transformation. With a spacious two-bedroom, two-bath layout that exceeds the size of many three-bedroom villas in the community, the potential for a luxurious, customized retreat is limitless. Enjoy the privacy and convenience of your own garage and private entrance, delivering the feel of a single-family home, yet with the ease of villa living. The location is unbeatable, just minutes from the world-famous Siesta Beach, renowned for its soft quartz sands and mesmerizing Gulf waters, where mango-hued sunsets cap off each day. Centrally located on the island, you're moments from the vibrant dining, boutique shopping, and lively atmosphere of Siesta Key Village and South Siesta Village, and just a short drive to downtown Sarasota’s cultural arts scene, theaters, and fabulous dining. This is a rare opportunity to reimagine and create your custom bayfront sanctuary in one of Siesta Key’s sought-after communities. Don’t let this one-of-a-kind coastal gem slip away.

1374 Moonmist Drive Unit B1, Sarasota

$650,000
3 Beds 2 Baths Waterside East SubDv. 34242 Zip Code
Imagine living in your dream home on world renowned Siesta Key…. THIS PROPERTY IS BEING SOLD FOR LAND VALUE ONLY!!! The cul-de-sac location offers privacy with no homes across the street. Live the local’s lifestyle in Waterside East, an established community with very little rental traffic. Easy access to the north and south bridges. The current home on the property has a footprint of 3,173 square feet. The tile roof 2018 and A/C 2021, condition unknown since the recent hurricanes. 2 feet of drywall was removed immediately after Helene. Windows were scheduled to be installed prior to the storms, they are in the garage if a buyer wants to renovate the home, no sliders. Property is being offered as-is. You can bring your own builder but E/M Custom Homes is the sellers preferred contractor. Or…..This is your chance to collaborate with E/M Custom Homes, renowned for their impeccable craftsmanship and modern coastal design, to create a one-of-a-kind residence tailored to your lifestyle. A thoughtfully designed Coastal Contemporary home plan has been situated on the lot offering 2,750 sq. ft. of luxurious indoor living space, with a total of 3,467 sq. ft. of indoor/outdoor space perfect for enjoying Florida’s year-round sunshine. Features of this stunning home include, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for both casual meals and gourmet entertaining. An open-concept floor plan filled with natural light, seamlessly connecting the kitchen, dining area, and great room. 4 spacious bedrooms and 3.5 bathrooms, providing plenty of room for family and guests. A first-floor Master Suite with a spa-inspired ensuite bath and a large walk-in closet—your private retreat. A second-floor balcony for enjoying views and relaxing in the breeze. An outdoor kitchen on the expansive covered lanai, perfect for alfresco dining. A beautiful custom designed private pool to enhance your outdoor living experience. An oversized 2-car garage and a convenient Laundry/Mudroom for everyday functionality and convenience. Don’t miss this rare opportunity to design a home that reflects your vision in a tropical paradise. Build your coastal dream home today!

670 Venice Lane, Sarasota

$1,450,000
2 Beds 2 Baths Siesta Gulf View SubDv. 34242 Zip Code
Experience sophisticated coastal living in this turnkey redesigned and remodeled 5th-floor unit, featuring an extended wraparound balcony, offering expansive outdoor space and panoramic views. Located at Siesta Gulf View, a gated 59-unit building, this residence stands apart with its unparalleled proximity to the beach. Bathed in natural light, the rare west-facing angle offers breathtaking sunset views over the Gulf, creating an open and airy atmosphere. With an intimate connection to the water that larger complexes simply can't match, this space blends modern elegance with functional design. Showcasing high-end finishes, an open-concept layout, and a thoughtfully integrated dining space, this 2-bedroom, 2-bathroom retreat offers modern elegance and functionality. The chef’s kitchen boasts stunning water views, premium appliances, and elegant cabinetry, making it as practical as it is beautiful. A built-in office nook adds convenience, while the spacious living area flows effortlessly onto the wraparound Gulf-front lanai featuring brand-new impact glass sliders. Ceiling fans throughout enhance the coastal comfort, and in-unit laundry adds everyday convenience. Siesta Gulf View isn’t just a residence—it’s a lifestyle. Nestled in a meticulously maintained Gulf-front community, residents enjoy resort-style amenities, including a heated pool, tennis courts, fitness center, beachside grilling and picnic areas, a private clubhouse with a full kitchen, and under-building parking with ample guest spaces. With a private beach exclusively for residents, you can fully immerse yourself in the Siesta lifestyle at its peak. Located just steps from the world-renowned white sands of Siesta Beach and the vibrant charm of Siesta Village, and only 15 minutes from downtown Sarasota, this unit offers the perfect balance of modern luxury, convenience, and island charm. Whether you're looking for a permanent residence, a seasonal beach retreat, or a high-demand investment property, this unit offers exceptional flexibility with monthly rentals allowed. Don’t miss this rare opportunity—schedule your private tour today and experience the best of Siesta Key living.

420 Beach Road Unit 502, Sarasota

$370,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
PRICED TO MOVE and a Super Fantastic Buy! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout, 2019 AC, Brand New Hurricane Impact Windows Installed in 3/2025, Lanai Sliders also include Hurricane Impact Glass, Elevator Access, Unit has a Storage Locker for Beach Chairs or Bicycles, Carport Parking Space #314, NO FLOOD or STORM DAMAGE TO UNIT, Annual Boat Dock Leases Available w/Average Boat Size Cost at about $1000 per Year, New 2024 Fully Funded Condo Roof, Condo Car Wash Station, Fabulous Community Pool w/Clubhouse & Gym, Well Managed and Maintained Complex w/On-Site Management, All Milestone & Structural Integrity Reports are Done. 55+ Age Restricted Community, 12 Rentals allowed per a year w/30 Day Minimum. Unit is Vacant and Easy to Show.

1250 N Portofino Drive Unit 303, Sarasota

$850,000
3 Beds 2 Baths Siesta Beach SubDv. 34242 Zip Code
INCREDIBLE Views!....INCREDIBLE Privacy!....INCREDIBLE Siesta Key Neighborhood!....Only (2) Owners have Enjoyed this Peaceful Island Oasis along the Edward C. Wright Nature Preserve & Bird Sanctuary---just a short Bike Ride to the Powdery Quartz Sands of TOP-RATED Siesta Key Beach!....Conveniently Located, with easy access to the North Bridge, in the "park-like" Bayside Club community along a tree-lined street on an Oversized High Elevation WATERFRONT Lot ---this home incurred No Flooding****Generously Sized Living Spaces & Gracious Floor Plan**** are ready for New Owner to "make their own"....You will savor your morning coffee while being Indulged by the "Post-Card" Sunrises across the "never-ending" Waterfront Preserve Horizon. PRIVATE PIER and DOCK for launching Kayaks and Paddle-boards to Navigate the Sights & Sounds of the Lagoon as well as continue your journey into the Intracoastal Waterway.****Many Special Outdoor Spaces**** that are Perfect for Entertaining...Catching up on your Favorite Podcast...or Relaxing with some Binoculars and the Quiet Enjoyment of Identifying the Variety of Birds & Plant Species....IDYLLIC as Year-round; Vacation or Seasonal Residence.

700 Tropical Circle, Sarasota

$578,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Discover this beautifully renovated and fully furnished 1,287 square foot condominium on Siesta Key, featuring 2 spacious bedrooms and 2 modern bathrooms. Nestled in the prestigious Anchorage Yacht and Tennis Club, this southern-exposure gem offers breathtaking views of both the Gulf and the Intercoastal Waterway. Ideal for both personal use and investment, the HOA permits weekly rentals year-round when not owner-occupied. Step inside unit 607 to find a bright, open-concept living area that connects to a private, condo-width balcony through sliding glass doors. The fully-equipped kitchen, adorned with elegant granite countertops, opens onto the dining area and living space, perfect for entertaining or enjoying quiet evenings at home. The expansive master suite features an ensuite bathroom with a luxurious walk-in shower, a separate dressing area, a generous walk-in closet, and its own access to the balcony. The inviting guest bedroom also includes a walk-in closet and balcony access, ensuring comfort for all your visitors. This unit comes with a deeded carport, along with ample guest parking for your convenience. The Anchorage offers an impressive array of amenities, including an Olympic-sized heated swimming pool, a state-of-the-art fitness center, lighted pickleball and tennis courts, a clubhouse, BBQ and picnic areas, and kayak storage facilities. With private beach access to the renowned Siesta Key Crescent Beach, The Anchorage combines the luxury of resort-style living with the comforts of a residential community. Enjoy living or vacationing in this prime location condominium on beautiful Siesta Key. Don’t miss your chance to own this exceptional property!

6415 Midnight Pass Road Unit 607, Sarasota

$775,000
2 Beds 2 Baths Midnight Cove Ii SubDv. 34242 Zip Code
Welcome to this stunning top-floor condo on Siesta Key, offering breathtaking, panoramic views of the Intracoastal Waterway, a playground to wildlife and impressive boat traffic year-round. This meticulously maintained property combines luxury, comfort, and serene waterfront living, all within steps of the world-renowned Siesta Key Beach. Upon entering, you’re greeted with an expansive open concept living area that’s flooded with natural light, thanks to large windows that frame the incredible views of the water and lush surroundings. The spacious living room seamlessly connects to the screened terrace, ideal for savoring the saltwater breeze while enjoying your morning coffee or evening spirits. The updated kitchen is a chef's dream, featuring granite countertops that sparkle under the updated recessed lighting, modern stainless steel appliances, ample cabinet space, and a sleek backsplash. The condo offers two generously sized bedrooms, each designed with comfort and relaxation in mind. The primary suite is generous enough to offer a small office space and additional seating alongside the comfortable and coastal inspired furnishings and features a beautifully renovated en-suite bathroom with dual vanities and a walk-in shower with modern frameless glass shower doors. With its top-floor position, this condo provides unmatched privacy and tranquility along with the community amenities, including a heated pool, clubhouse, deeded beach access to Crescent beach, direct Intracoastal access via fishing piers, boat docks available for rental, and gently meandering walking paths canopied by beautiful oak trees. Whether you’re looking for a seasonal getaway or a year-round residence, this condo provides the perfect blend of style, convenience, and coastal living. A prime location, this community is walking distance to Siesta Key’s south village with bustling shops and eateries and is convenient to Stickney Point bridge so getting on and off the island is far easier than some mid-island communities. A short trolley ride takes you to Siesta Key Village where more community, activity and entertainment awaits. This is the ultimate opportunity to own a piece of Siesta Key waterfront living, while being tucked away in your own private paradise.

1900 Cove Ii Place Unit 133, Sarasota

$415,000
2 Beds 2 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Opportunity knocks in one of the most sought-after locations on Siesta Key! This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs following storm damage. Whether you choose to restore and reimagine the existing structure or start fresh with a custom-built masterpiece, this is your chance to bring your vision to life while incorporating modern building codes and coastal design elements. Enjoy the island lifestyle with white sandy beaches, turquoise waters, and vibrant dining and shopping nearby. Seize this rare opportunity to craft the ultimate dream home in paradise!

782 Birdsong Lane, Sarasota

$800,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Discover coastal luxury like never before with this immaculate beachfront condo at Whispering Sands. This newly renovated residence boasts two bedrooms and two bathrooms, each designed with sophisticated touches that promise comfort and elegance. From the moment you enter, be greeted by newly installed plank tile floors and expansive, redesigned living spaces illuminated by recessed LED lights. The kitchen features modern appliances and pristine surfaces, ideal for culinary explorations, while the living area invites relaxation with its contemporary shaker-style doors and refreshing ceiling reconfiguration. The residence includes a hot water heater, air conditioning, custom closets, and Hunter Douglas remote-controlled shades, ensuring effortless living. The primary bedroom's redesign is a true retreat, especially with its luxurious bathroom, meticulously revamped for your comfort. Step onto the terrace and indulge in breathtaking sunsets over the gulf’s azure waters—an exclusive backdrop to your new beachfront lifestyle. Whispering Sands isn’t just a location; it's a lifestyle hub. Situated a mere stroll from the playful vibes of Siesta Key Village, your days can smoothly transition from serene beach lounging to vibrant dining, shopping, and entertainment. Community amenities enhance this experience; with 400 feet of pristine beach, proximity to notable spots like Morton's Siesta Market for easy grocery runs and convenient Siesta Key Trolley rides. Step into a life where every day feels like a luxury vacation. Welcome to Whispering Sands located on Siesta Key #1 beach in the USA—where your new home awaits amidst sun, sand, and sophistication.

20 Whispering Sands Drive Unit 301, Sarasota

$2,250,000
2 Beds 2 Baths Secluded Harbour SubDv. 34242 Zip Code
Welcome to 1241 Big Oak Lane, a stunning waterfront property on one of Siesta Key’s most private and desirable streets. Boasting nearly 200 feet of frontage directly on the bay-front of Sarasota and a Deep water Canal, this home is a boater’s dream, offering breathtaking water views and endless possibilities. Located in a rare RMF-zoned area, the property allows for completely legal short-term rentals of less than seven days, making it a high-income-producing opportunity. While the home offers incredible potential and did NOT flood, it does require renovations, making it an excellent investment for those looking to customize their dream waterfront retreat. The property already features a great existing pool and a mother-in-law-style kitchenette, making it well-suited for rental income with some updates. Alternatively, with its generous lot size and zoning flexibility, this site is prime for redevelopment, offering the opportunity to build a luxury waterfront estate that maximizes its direct Intracoastal setting. A trolley and bus stop just steps away provide easy access to Siesta Key Village and the beach, eliminating parking and traffic concerns. Whether you're looking to renovate, rent, or redevelop, this is a rare opportunity in an unbeatable location. Schedule your private showing today—no trespassing allowed!

1241 Big Oak Lane, Sarasota

$455,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
Experience breathtaking views from this stunning, fully remodeled 2-bedroom, 2-bath waterfront condo with Deeded Beach Access! Natural light pours into this corner unit through hurricane impact windows and doors, highlighting the gorgeous canal and Bay vistas. Thoughtfully renovated throughout, this home is move-in ready, offering the perfect space to enjoy the best of Florida living. The open, split-bedroom floor plan is ideal for entertaining, and the patio can easily be closed for year-round enjoyment. The spacious, recently upgraded kitchen adds to the appeal. With engineered wood flooring throughout the main living areas and tile in the wet zones, upkeep is a breeze. Elegant Plantation shutters cover the impact windows, adding a touch of class. This TURNKEY furnished home allows for a smooth transition right into your new space. The November 2014 AC is still under a 12 year warranty. Siesta Harbor is a vibrant 55+ community nestled along the Intracoastal Waterway that has been meticulously maintained and recently updated, including new roofs and remodeled common areas. Bring your boat, as dock space is available for up to 30 foot vessels at very reasonable prices on the deep-water canal right in your backyard. World-renowned Siesta Key Beach is just across the street, accessible via your community’s deeded access. With a 1-month minimum rental policy, this unit offers an excellent investment opportunity. It also serves as the perfect home for year-round living, complete with amenities such as a heated pool and spa, sauna, fitness center, barbecue area, fishing pier, and assigned covered parking. Enjoy dining and shopping just a short stroll, bike ride, or Siesta trolley ride away, plus easy access to your private community beach. Don’t miss out—call today to schedule a tour of this exceptional unit!

1250 N Portofino Drive Unit 201, Sarasota