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$640,000
2 Beds 2 Baths A4593173 MLS Beach Way BLDG.
Capture the essence of the Siesta Key Beach lifestyle from this updated, expansive two-bedroom, two-bath west-facing corner unit offering views of the award-winning Siesta Key Beach. Step into a beautifully finished unit flooded with natural light and boasting an open floor plan with neutral tile throughout. This unit is in move-in-ready condition and is offered turnkey. It features a newer kitchen, updated bathrooms, stainless steel appliances, walk-in closets, ample storage, impact-resistant glass windows, and slider doors, as well as shutters. Nestled in the heart of Siesta Key, this condo provides seamless access to the island's vibrant attractions. Enjoy the proximity to the beach with tennis and pickleball just steps away. Siesta Key Village just down the road offers eclectic dining and boutique shopping options. Explore the island effortlessly via bike or go on a leisurely walk to various attractions. You can also take the free trolley service which stops right in front of the Beach Way building. The Beach Way complex offers a dedicated covered parking space, amenities such as a large, heated pool with an outdoor grilling area, a social room with a kitchen, as well as a dedicated storage closet for beach essentials. You can take the stairs, or an elevator directly to your floor. This well-maintained community has undergone recent upgrades, including a new roof in 2020, an updated elevator installed in 2019, re-plumbed stacks completed in 2018, refreshed landscaping in 2020, and the addition of new vinyl fencing in 2021. The quarterly condo association fee covers access to all the amenities, pest control, basic cable, water/sewer services, weekend on-site maintenance, and community insurance. Whether seeking an island retreat, full-time residence, or an investment opportunity, this condominium caters to diverse lifestyle preferences. Enjoy rental income potential while relishing personal use during vacant periods. This property is a remarkable find for those seeking the ultimate coastal lifestyle by offering unparalleled proximity to Siesta Key Beach.

5600 Beach Way Drive Unit 215, Siesta Key

$640,000
3 Beds 4 Baths A4562450 MLS
Pre-Construction. To be built. Discover the Ultimate in modern Luxury Living in this stunning Preconstruction home situated on a 10K+ lot on Siesta Key. With nearly 2300 square feet of living area, this 3 bed 3 bath home also features a versatile bonus room, offering ample space for your family and guests to live and entertain in style. Located in an exclusive community surrounded by mature trees and a serene pond, this home is designed with modern architecture aesthetics that are both sophisticated and functional. The open-concept living area features soaring ceilings and an abundance of natural light, creating an airy and spacious feel. The gourmet kitchen is a chef's dream, with top-of-the-line appliances, custom cabinetry, and a large center island. Step outside to the patio and you'll find a massive heated pool, perfect for cooling off on hot summer days or entertaining guests. Each of the three bedrooms is generously sized and beautifully appointed, with premium finishes and plenty of natural light. The master suite is a true retreat, with a spa-inspired bathroom and a large walk-in closet. The bonus room is a flexible space that can be used as a home office, media room, or even an additional guest room. This preconstruction home on Siesta Key is a rare opportunity to own a beautiful property in an exclusive community, just minutes away from Siesta Key Beach and Siesta Key Village. Contact us today to schedule a showing and see for yourself what makes this preconstruction home on Siesta Key so special! ***RENDERINGS PROVIDED BY SOLSTICE ARCHITECHTURE - JONATHAN PARKS ***

5202 Winding Way, Siesta Key

$635,000
2 Beds 2 Baths A4657053 MLS Harbor Towers Yacht & Racquet BLDG.
Major Price Improvement! Step into the exclusive waterfront haven of Harbor Towers Yacht and Racquet Club, a true resort paradise that will capture your heart instantly. The building has recently undergone a comprehensive $13 million, four-year hurricane hardening and structural upgrade, completed in 2024. Designed to meet the latest safety standards for hurricane and wind protection, these enhancements include impact-resistant windows and sliding doors—all fully covered by the Seller. Remarkably, the property has sustained NO damage from Helene or Milton. This designer condominium exudes the charm of Hemingway Key West-style living, boasting over $100,000 in upgrades completed in 2024. Every detail reflects quality and elegance: brand-new AC and water heater, stunning engineered red oak wood flooring throughout, granite kitchen countertops with matching full granite backsplash, stainless steel appliances including double ovens, and rich pecan wood cabinets with soft-close doors. Additional refined touches include chair rail accents, plantation shutters, screen-shaded extended living space, and two luxurious Master Suites, both with private ensuites to ensure comfort and privacy for you and your guests. The vistas are equally breathtaking, offering mesmerizing sunrise and moonrise views over the intracoastal waterway. The property offers an array of premium amenities designed for relaxation and recreation. Enjoy two heated swimming pools, a newly renovated fitness center equipped with his-and-her saunas, three Har-Tru tennis courts, and a spacious outdoor BBQ area connected to a fully equipped clubhouse ideal for entertaining. The private marina provides direct access to the intracoastal waterway and features over 40 boat slips available via waitlist at just $3 a foot, plus dedicated storage for kayaks, paddleboards, and bicycles. A tranquil fishing area with a fish-cleaning station and a picturesque Bayfront gazebo situated on a private island further enhances the resort experience. Harbor Towers also represents an excellent investment opportunity with flexible two-week rental options. Whether you choose to utilize the onsite property management office or manage rentals independently, this community adapts seamlessly to your needs. Its prime location allows for easy access to the world-renowned Siesta Key Beach—just a short walk away—or a quick ride on the Siesta Key free trolley to the Village, where exceptional dining, boutique shopping, and live entertainment await. Offering an ideal blend of luxury and practicality, Harbor Towers is perfect whether you're seeking a permanent residence, a vacation retreat, or an income-generating property. This resort-style community truly delivers the best of coastal living.

5855 Midnight Pass Road Unit 416, Siesta Key

$635,000
2 Beds 2 Baths A4648109 MLS 1255 BLDG.
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, Siesta Key

$632,500
2 Beds 2 Baths A4631711 MLS 1200 BLDG.
Rarely available PENTHOUSE! Whether it's the shimmering city lights at night or a dazzling sunset that paints the sky with hues of orange and pink, this penthouse's vantage point provides a breathtaking backdrop for everyday living. Direct beach access, 2 bedroom/2 bathroom unit, fully furnished with everything you need. Just bring a suitcase. This bright unit features stainless steel appliances, porcelain tile flooring, crown molding, and elegant bathrooms. With plenty of storage, in-unit laundry, newer impact windows (2013), and A/C (2012), you can relish the Gulf breezes or stay cool during the summer heat. Peppertree Bay is an exceptional Beach to Bay complex that covers 16 acres, offering private deeded beach access, a fishing pier, two heated pools, two clubhouses, a fitness center, saunas, tennis/pickleball courts, and BBQ areas. Ideally located near Siesta Key Village, you'll have easy access to trolleys, frog hopper transportation, shopping, dining, and entertainment. Downtown Sarasota and its vibrant arts scene are just a short drive away. Contact us today to schedule a showing and discover the luxury of beachside living on Siesta Key.

1200 E Peppertree Lane Unit 607, Siesta Key

$630,263
1 Beds 1 Baths A4634158 MLS Sea Crest Apts BLDG.
Discover the ultimate beachfront living experience at Sea Crest, where panoramic views of the Gulf of Mexico's crystal-clear waters and pristine white sand create an ideal escape. This TURN-KEY unit has been COMPLETELY RENOVATED! Boasting an updated open-concept kitchen featuring new appliances, cabinetry, quartz countertops, and a stylish backsplash. The unit also includes a brand-new air conditioning system, water heater, hurricane impact windows and door, and all-new electrical work, both inside and out. These thoughtful upgrades will provide you with long-term peace of mind and comfort. Unit 20 presents an exceptional investment opportunity, ideal for short-term rentals. With a one-week minimum rental period during peak season and 3-day rentals during the off-season, this unit offers great potential for high returns! Conveniently located just off the Stickney Point Bridge, Sea Crest provides easy access to dining and shopping options just feet away in Crescent Village, and you can even hop on the free trolley to explore Siesta Key Village! Sea Crest stands as one of the most coveted communities on Siesta Key, offering an intimate and exclusive atmosphere with only 40 units. This limited number ensures a more private, serene living experience, allowing residents to enjoy their own pristine beach and private pool without the crowds typically found at larger Siesta Key complexes. Boasting an exceptional location and breathtaking private beachfront views, Sea Crest presents a rare opportunity to own a piece of paradise on the #1 Beach in America. Act quickly because this one will not last!

1129 Seaside Drive Unit 20, Siesta Key

$630,000
2 Beds 2 Baths A4684958 MLS 1050 BLDG.
Turnkey coastal living on Siesta Key. Beautifully renovated first-floor Gulf-side garden condominium in the highly sought-after Peppertree Bay Gulf-to-Bay community. This exceptional two-bedroom, two-bath residence has been thoughtfully updated throughout and is offered fully turnkey furnished, creating an effortless opportunity to arrive and immediately enjoy the island lifestyle. The bright end-unit layout features a rare windowed kitchen that fills the living space with natural light, a feature seldom found in comparable garden units. The residence has been extensively improved with brand-new hurricane-impact windows, new flooring throughout, and numerous major system upgrades, including a recently replaced HVAC system, hot water heater, and dishwasher, providing peace of mind and reducing future maintenance expenses for the next owner. In addition, there is expanded square footage, enhancing the overall functionality of the home. The enclosed lanai area overlooks a tranquil lagoon and fountain, offering a peaceful setting for morning coffee or evening relaxation. Additional conveniences include a private in-unit washer and dryer, a dedicated exterior storage room, and assigned parking just steps from the entrance. Peppertree Bay is one of Siesta Key’s most desirable waterfront communities, uniquely positioned Gulf-to-Bay and offering a full suite of resort-style amenities that support a true full-service coastal lifestyle. Residents enjoy private beach access with chairs, two heated swimming pools, tennis courts, pickleball courts, a fitness center, fishing pier, newly updated clubhouse, gas grills, and on-site management with rental services. Ideally located just minutes from Siesta Key Village’s restaurants, shopping, and the world-renowned quartz sand beaches, this beautifully updated residence offers a rare combination of turnkey convenience, meaningful capital improvements, expanded living space, and premier coastal location. While the current owners have chosen not to rent the property, Peppertree Bay’s on-site rental management and strong seasonal demand provide an excellent opportunity for owners who wish to generate rental income.

1050 W Peppertree Lane Unit 116B, Siesta Key

$630,000
2 Beds 2 Baths A4657368 MLS Turtle Bay BLDG.
New Price! The best of bayfront living on Siesta Key with deeded beach access and boat slips. Experience the best of island living in this impeccably renovated bayfront residence at Turtle Bay, ideally on the serene southern end of world-renowned Siesta Key. Wake each morning to spectacular sunrises over the Intracoastal Waterway and wind down with vibrant sunsets near the beach—this is the quintessential Florida lifestyle. This spacious and stylish two-bedroom, two-bath condominium has been thoughtfully redesigned, including raised ceilings that enhance the open, airy feel. Throughout the home, you'll find designer tile flooring and elegant plantation shutters. The gourmet kitchen and both baths have been beautifully updated with crisp white wood cabinetry, stone countertops and sleek stainless steel appliances, creating a bright, modern coastal aesthetic. Enjoy gentle bay breezes from the screened terrace or relax in comfort indoors. A convenient full laundry room offers additional storage, and an oversized private one-car garage adds extra value and ease. Pet friendly, Turtle Bay offers an exceptional array of amenities, including beautifully landscaped bayfront grounds, deeded beach access directly across Midnight Pass Road, a heated pool and spa, tennis courts, boat slips (available on a first-come, first-served basis), and a charming picnic and grilling area. Minutes to the South Village, you'll enjoy effortless access via the free trolley to shopping, dining and entertainment, and a short ride to Siesta Village's unique shops and eateries. Nearby Point of Rocks is a favorite destination for snorkeling and fishing. Just minutes from Stickney Point Bridge and only 20 minutes to downtown Sarasota’s vibrant arts, culture and culinary scene, this condominium offers the best of Siesta Key living. Whether you're seeking a tranquil retreat or an active coastal lifestyle, this residence delivers it all.

8701 Midnight Pass Road Unit 104, Siesta Key

$630,000
2 Beds 2 Baths A4649455 MLS 777 BLDG.
PRICED TO SELL! 100K PRICE IMPROVEMENT!! THE SEASON IS HERE! Don't miss your chance to secure a great investment with this consistently rented condo. Welcome home to the GOOD LIFE in Siesta Key Beach! This turn-key condo is ready for you to experience the epitome of beachside living year 'round as you awaken to the scent of salt air and the sound of waves rolling in, all from the comfort of your living room! This fully furnished, OPEN FLOOR PLAN, two-bedroom, two-bath condominium is positioned in the sought-after community of Crescent Royale directly across from Siesta Key’s world-renowned powdery sand beaches. Designed for those who value luxury and laid-back coastal elegance combined with smart investment potential, this prime, first-floor, turnkey condominium offers the ideal combination of luxury, convenience and relaxation. There is no need to take the stairs or search for beach parking when you live steps from the beach with an assigned parking space. Wake to panoramic views of turquoise water and unwind on your private lanai with stunning gulf sunsets. Inside, you’ll be greeted by bright, light-filled spaces with floor-to-ceiling sliders that invite in ocean breezes. The tastefully renovated home has newly installed white oak (LVP) floors throughout. A stylish kitchen complete with granite countertops, newer appliances, and a breakfast/wine bar that flows into the dining and living area creates a space for hosting with ease. Each bedroom is a serene retreat complete with a walk-in closet and a sophisticated en-suite bath, ideal for guests and owners alike. Crescent Royale pampers their residents and guests with resort-style amenities including a sparkling heated pool, fully equipped fitness center, game room, shuffleboard court, and a picnic/barbecue area. Just minutes away, Sarasota adds a cultural heartbeat with art galleries, theaters and gourmet dining. The pace here is relaxed but vibrant! Farmer’s markets, waterfront cafes and year-round sunshine create the ideal blend of sophisticated living and coastal charm. Living near Siesta Key and Sarasota means every day feels like a vacation, and every moment feels like home. Whether you're looking for a personal retreat, a seasonal escape or an income-generating asset, this property delivers because it works while you relax. Beyond its beauty, this residence is a savvy investment, offering strong rental income potential, friendly leasing policies and on-site management, creating a rare opportunity for a passive income stream in one of Florida’s most desirable beach communities. No pets or smoking allowed in this community! Location, luxury and income potential! Live the dream, earn while you’re away and invest in a lifestyle that pays you back. This condominium delivers the lifestyle you’ve been dreaming of, just across from Siesta Key Beach so don’t miss this rare chance to own a slice of Siesta Key’s desirable beachfront real estate, with income potential to match. Call us today to schedule your private showing and begin living the Florida Lifestyle you have dreamed of.

777 Beach Road Unit 1B, Siesta Key

$630,000
2 Beds 2 Baths A4642188 MLS C BLDG.
Look no further - you've just found your perfect beach retreat in Bay Tree Club, a very special Gulf to Bay community with deeded Beach and Bay Access. Enjoy the amazing water and garden views from your spacious lanai and watch the boats on the Intracoastal waterway or bask in the tranquility of the majestic oaks. This 2 Bedroom 2 Bath condo is partially furnished and beautifully updated with an open floorplan. Immaculate, light and bright, it will instantly give you the relaxed feel that you expect when you come to the beach. The split floorplan with modern en suite bathrooms will guarantee plenty of privacy. The well designed contemporary Italian kitchen with granite counters will please everybody who loves to cook. The second bedroom offers plenty of workspace and a Murphy bed. Whether you would like to boat, bicycle, swim or just sit back and enjoy life, Bay Tree Club has it ALL. Your own private cabana close to the beach provides great convenience. On the way to the beach say hello to the lovely loggerhead turtles along the shore. If you would like to go to the pool, you have a choice between Bayside or Gulfside! Barbecue areas on each side are also available. Ample boat docks are on a first come basis and there is space for your kayak as well. Life is good in Bay Tree Club!

8635 Midnight Pass Road Unit 206C, Siesta Key

$630,000
2 Beds 2 Baths A4639407 MLS 1 BLDG.
Huge Price Reduction!! Stunning Beach-to-Bay Condo on Siesta Key – 2 Bed, 2 Bath Excelsior Beach to Bay Condo Discover your perfect slice of paradise at this beautifully appointed 2-bedroom, 2-bathroom condo located in the coveted Excelsior Beach to Bay community on Siesta Key. This light-filled retreat offers the ultimate Florida lifestyle, with private beach access to the powdery white sands of Siesta Beach, consistently ranked among the best in the world. Key Features: Spacious Open Floor Plan with abundant natural light, Modern Kitchen with updated appliances and ample storage, Primary Suite with en-suite bath and walk-in closet, Private Lanai perfect for morning coffee or evening sunsets, In-Unit Laundry for added convenience. Resort-Style Amenities Beach Access & Private Pier for fishing or sunset views, 2 Heated Pools, Hot Tubs & Saunas, Tennis & Pickleball Courts, Clubhouse with fitness center and social activities, Lush Tropical Landscaping throughout the property. Enjoy breathtaking sunsets over the Gulf and serene views of the Intracoastal Waterway, all from the comfort of your new home. Whether you’re looking for a year-round residence, vacation getaway, or investment property, this condo offers it all. Prime Location Steps from the world-famous Siesta Key Beach Close to Siesta Village shops, dining, and nightlife. Don’t miss this rare opportunity to own a piece of Siesta Key’s most desirable beachfront community.

6263 Midnight Pass Road Unit 105, Siesta Key

$630,000
3 Beds 2 Baths O6278642 MLS
***PRICE IMPROVMENT*** ***PRICE IMPROVEMET*** Discover your own private oasis at 5239 Winding Way, just minutes from Siesta Beach. Come and see for yourself this lovely and charming home that is an absolute MUST SEE! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining friends and family. The kitchen is fully equipped with a large pantry, ceiling-to-counter tiled backsplash, and a peninsula island. The living room is filled with natural lighting from the numerous windows, and features custom built-in shelves, a tongue and groove ceiling, ship lap paneling that makes the space feel inviting and cozy. The primary bedroom is filled with natural light and boasts two large windows. The primary bathroom is equally impressive with marble tile shower surround, penny tile shower floor and frameless glass shower frame. The secondary bedrooms are spacious and quaint. The large backyard and heated pool make outdoor events a breeze, and the perimeter privacy fence, lush trees, and rear water provide ultimate privacy. Siesta Key, is an 8-mile-long island located just a short bridge crossing west of Sarasota, offers stunning quartz-sand beaches and a plethora of outdoor recreational activities – from fishing to parasailing.

5239 Winding Way, Siesta Key

$630,000
2 Beds 2 Baths A4631897 MLS
New build or restoration opportunity!! This unique two-bedroom, two bathroom, three car garage bungalow is nestled in the heart of Siesta Key. Located minutes away from, world famous Siesta Key beach and the village; it is perfectly situated to live the island life. Unfortunately, the house was flooded during Helene and has been stripped down and is ready for its new owners. Remodel the house or start over either way you will be please to know that the three car garage was built in 2015 and can be incorporated into either option. Plans for the garage addition, survey and recent appraisal are available for review. House is being sold "As Is." Don't miss out on this once-in-a-lifetime opportunity to own your slice of paradise.

633 Calle De Peru, Siesta Key

$630,000
2 Beds 2 Baths A4579600 MLS 5 BLDG.
Excellent investment opportunity with current bookings already in place! This open and bright top floor 2 bedroom and 1.5 bath condo is being offered turn-key furnished and ready to go for 2024. Midnight Cove II is located in the heart of Siesta Key in beautiful sunny Florida and allows for pets and short term weekly rentals. This is the optimal community for owners that would like to maximize their rental return on investment or to use themselves and cover costs with rentals when not in use. Either way, this property offers something for you and all your family members. Some of the amenities include tennis courts, pickle-ball, fishing and boat docks, kayak launch and storage, lush landscaping, walking paths, and so much more. The resort-style heated pool gives you options on how you can enjoy the Florida sunshine. Want to see some nature up close and personal? Explore the ICW on your own kayak or spend the day walking the quartz white sand of Siesta Key Beach with convenient shared private beach access. This beautifully decorated condo has been excellently maintained and updated with stainless steel appliances, quartz countertops, a private washer and dryer, a full complement of dishes, linens, and everything needed to entertain you and your guests. Leave your car in your assigned covered parking spot and take the Siesta Key trolley that picks up multiple times per hour right in front of the community. On-site property management with a very active rental program is an option or manage the property yourself. This property is ready for a new owner to love it as much as the current owners. Don't wait, make an appointment to view your very own piece of paradise!

1500 Cove Ii Place Unit 532, Siesta Key

$629,900
2 Beds 1 Baths A4657406 MLS 925 BLDG.
Rare Turnkey "PENTHOUSE OPPORTUNITY" located in one of the front buildings with a Full Gulf View directly across from the world-famous #1 rated Siesta Key Beach with beautiful quartz crystal sand! The exceptional office staff make this community well managed & this unit has a proven track record of 57K gross rental income in '2023 & 53K for '2024 & year-to-date in '25 (Jan-June) 37K which can be a great money maker for you! This condo is also used much by family when not in use! La Siesta offers 1 week minimum stays for easy rentals & has low monthly fees of only $841.67/month which make it even better! This condo is turnkey furnished with tasteful updates/furniture & has everything you need for a wonderful stay. Owner/Broker has used this condo on occasion for personal use when not rented. You'll love the nightly variety of sunsets from your screened balcony & you will feel the energy being right across the street from this world-renowned beach! Many upgrades in '22 including some of the following: A/C*most furniture & accessories*quartz tops*vinyl flooring*carpet & padding*fresh paint*balcony rescreened*plantation shutters/blinds*lanai rescreened '24 & more. The trolley stop is located right in front & is more than just a convenience ... it will connect you to fine restaurants~shopping~nightlife/entertainment in the vibrant village & throughout the key. This complex is perfectly positioned & is nestled amidst everything you could want or need. The helpful & dedicated staff will also accommodate your requests. For outside activities, La Siesta offers a heated pool, shuffleboard, cornhole & BBQ grills on-site. Unit owners may have 1 small pet under 25 lbs. with board approval. Elevator access & Laundry on the same floor make it easy. Hurry on this one & enjoy it in between tenants before the busy winter season (this unit fully rented throughout season) & secure your own piece of paradise today. Don't miss out on this exceptional investment opportunity. Being sold as is with the right to inspect. All showings require confirmation in case a tenant is in place during that time.

925 Beach Road Unit 408, Siesta Key

$629,000
2 Beds 2 Baths A4613511 MLS L-2 BLDG.
If you’re looking for a beautifully updated villa in a prime location on Siesta Key, then this 2/2 island get-away is for you. Located in the lush grounds of Polynesian Gardens, this stand-alone villa comes with the benefits of a condo association. This property is one of the few on the island that welcomes up to two pets. With beautifully diamond polished terrazzo floors, this villa boasts an impressive list of updates including new roof and insulation in 2024, along with two completely remodeled bathrooms. The entire villa has been replumbed with Pex pipes and cast- iron drainage has been replaced with pvc. All high-impact hurricane windows and doors were completed in 2022. The washer-dryer and hot water heater were replaced in 2023, along with interior and exterior paint in 2022. Organized closet systems were installed in both bedrooms, as well as window treatments throughout in 2023. The kitchen was updated in 2016. The living room includes a sleeper-sofa, Stressless recliners, 65” Smart TV. The bedrooms include Smart TVs, new beds and a never slept on mattress in the guest room. The screened-in lanai in the front offers a place to enjoy morning coffee, the breezes, and conversing with friends and neighbors. The private back patio offers extended living space that was paved in 2021 and offers hours of enjoying the sun, barbequing, and quiet nights with enhanced lighting, and amazing sunset views. Close to the large, heated pool, clubhouse, and the fishing pier on the Intracoastal. Close to the famous Siesta Key Beach, grocery store, and restaurants. The free Siesta Breeze trolley stops out front for a ride to the Village Shops and restaurants.

1107 N Moonmist Court Unit L-2, Siesta Key

$625,000
2 Beds 2 Baths A4667146 MLS 145 BLDG.
Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.

145 Avenida Messina Unit 3, Siesta Key

$625,000
2 Beds 2 Baths A4659206 MLS Whispering Sands Sec4 BLDG.
Your Dream Coastal Retreat Awaits at Whispering Sands – Siesta Key> ** Private Beach @ #1 Beach in USA** Welcome to your beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Whispering Sands community, ideally located in the heart of Siesta Key Village. This stunning residence combines coastal elegance with modern convenience to create the ultimate island lifestyle. VIEW MATTERPORT VIRTUAL TOUR IN FIRST LINK. Step inside to an open, airy floor plan flooded with natural light. The spacious living area is perfect for relaxing or entertaining, while the modern kitchen impresses with stainless steel appliances, quartz countertops, and custom cabinetry. Every detail has been thoughtfully updated for style and comfort. The primary suite offers a peaceful retreat with a walk-in closet and a sleek en-suite bathroom. A versatile second bedroom is ideal for guests or a home office, paired with a beautifully updated second full bath. Step out onto your private impact glass enclosed porch with luxury electric shades for privacy at one push of a button! Enjoy tranquil mornings or dramatic sunsets, surrounded by lush tropical landscaping. Whispering Sands offers resort-style amenities including: >* Two sparkling swimming pools >* Private gulf-front beach access >* Fitness center >* Clubhouse & social activities >* Lush, walkable grounds with scenic lake views Just steps away from the vibrant energy of Siesta Key Village, you’ll enjoy walkable access to shopping, dining, and nightlife. And of course, the #1-rated Siesta Key Beach, famous for its powdery white quartz sand, is just outside your door. ****Don’t miss this rare opportunity to own a slice of paradise in one of Siesta Key’s most coveted communities.

199 Whispering Sands Drive Unit 105, Siesta Key

$625,000
2 Beds 2 Baths A4652576 MLS 1311 BLDG.
Perfect home for full-time Florida living or a great investment property in highly sought-after Siesta Key! Centrally located at an unbeatable price, this 2-bedroom, 2-bath ground-level condo offers incomparable value. Can be furnished (with the exception of a few personal items) or unfurnished. Neither the unit nor the complex sustained flooding or material damage from the 2024 hurricanes - making it a smart, secure choice on Siesta Key. Tucked into a popular community and just steps from the main pool, this unit boasts prime placement. Inside, you'll find recent upgrades throughout, including new Mohawk flooring, tiled lanai, upgraded washer, dryer, and stove, and stylish new ceiling fans. Exterior recently painted providing a fresh upgrade and additional upcoming improvements include road resurfacing and new pool tiling. An oversized primary bedroom features vaulted ceilings, a walk-in closet, and en-suite bath. The spacious second bedroom includes a double closet and access to a full bath. With east and west exposure, the condo enjoys an abundance of natural light throughout the day. The kitchen includes a cozy nook for a dining table, a bar area with room for stools, and a pantry closet - perfect for both everyday living and entertaining. A rare and desirable feature: there’s no unit above, offering extra light, added privacy, and peaceful quiet. Enjoy the outdoors from your choice of three spaces: the front patio, side patio, or the screened lanai with sliders overlooking the fountain, pond, and frequent visits from turtles and native birds. Residents and guests at Gulf & Bay Bayside have perpetual deeded access to a private stretch of Siesta Key’s white sand beach directly across the street at the Gulf & Bay Club—an incredibly rare and valuable perk. Additional community amenities include two pools, tennis and pickleball courts, six barbecue grills, a walking path, fishing dock with sunrise and sunset views, a gym, and a party room. Guest parking is located throughout the community for added convenience. With its ideal location, thoughtful upgrades, and unique features, this condo is a great buy!

1311 Siesta Bayside Drive Unit 1311-A, Siesta Key

$625,000
1 Beds 1 Baths A4641955 MLS Sea Crest Apts BLDG.
Step inside this newly remodeled Sea Crest on Siesta Key one-bedroom, one-bath unit to discover volume beamed ceilings and white tile flooring throughout, creating an open and airy layout. The modern kitchen offers sleek cabinetry, stylish tile backsplash, premium appliances, quartz counters and an island/breakfast bar opening to the living area for entertaining. Fully renovated bath with high-end fixtures and spa-like design. This newly turnkey furnished getaway is ready for you and your guests with flexible minimum 3-day rentals allowed all-inclusive service handled through the on-site management office, making it an excellent investment opportunity for a high performing rental or perfect vacation retreat. Direct private beach access, private beach-front service offering umbrellas and chairs; beachfront BBQ grills, community heated pool, and located nearby some of Siesta Key's most popular restaurants, shopping and entertainment destinations. This is the perfect beachside rental or Siesta Key vacation hideaway.

1129 Seaside Drive Unit 15, Siesta Key

$625,000
2 Beds 2 Baths A4616682 MLS 1400 BLDG.
FIRST FLOOR UNIT at Midnight Cove II! DEEDED BEACH ACCESS and WEEKLY RENTALS! Great opportunity to own your own slice of Siesta Key in one of our most popular communities! No special assessments and fully funded reserves. Milestone report has been completed as well! Updated and beautifully maintained, this unit features granite countertops, stainless appliances, an open floorplan, in-unit laundry and covered parking. You and your guests will enjoy the multitude of amenities including heated pool, boat docks, tennis, pickleball and more. Bring the dog too! One dog permitted. Just across the street, a very short stroll, and you are in the heart of the quartz sands of Crescent Beach and enjoying the beautiful Gulf of Mexico! Only 2 blocks away, enjoy the "south village", with a wide selection of dining, shopping, water sports and clubs. Truly one of the most walkable locations on Siesta Key! This unit has a healthy rental income with on-site management available. Truly everything you could hope for in this price point on Siesta Key! Please note, showings are subject to rentals.

1400 Cove Ii Place Unit 611, Siesta Key

$625,000
2 Beds 2 Baths A4586859 MLS Sunset House BLDG.
Welcome to this rare and highly desirable TOP FLOOR, DOUBLE LANAI, CORNER unit in the wonderful midrise building known as Sunset House nestled in the premiere GULF FRONT property of Whispering Sands in Siesta Key Village! Elegance meets functionality in this meticulously maintained residence, providing the perfect blend of tranquility and modern living. Its two lanais offer an additional 400 square feet of valuable living & entertaining space, while providing a partial water view of the shimmering lagoon that gracefully winds its way through the Whispering Sands property. As you step through the handsome entry hall, you and your guests are welcomed into the expansive, sunlit, west facing living and dining areas, against a picturesque backdrop of breathtaking sunsets. The first of two 24' screened and glassed lanais invites you to enjoy the balmy Gulf breezes. The kitchen is a culinary delight, featuring granite countertops, stainless steel appliances, a whisper quiet Bosch dishwasher, a Frigidaire French door refrigerator with filtered water and ice dispenser, soft close cabinets & drawers, and an uplit tray ceiling. The interior living areas boast elegant wood flooring, while the bedrooms are carpeted. The primary bedroom and guest bedroom feature sliders leading to a private south facing lanai, offering a serene retreat for reading or working from home. Both bathrooms showcase ceramic tile and recessed lighting, adding a touch of sophistication. Furniture negotiable. This residence is completely move-in ready, allowing you to immerse yourself effortlessly into the Siesta Key lifestyle.

225 Hourglass Way Unit 307, Siesta Key

$624,900
2 Beds 2 Baths A4574564 MLS North BLDG.
SIESTA KEY. WATERFRONT. INVITING & CLEAN. *** Stunning views! This 2B/2B condominium overlooking the bay has been beautifully renovated and is ready to move into! Turnkey furnished featuring an open kitchen with granite countertops, stainless appliances, and solid-wood cabinets providing plenty of room for entertaining guests or simply relaxing while you watch the spectacular views of the bay and nature preserve. There are tile floors throughout, recessed lighting, and solid wood interior doors. Both bathrooms were remodeled. *** Enjoy the amazing sunrise each morning as you sip your tea or coffee. The expansive lanai is perfectly suited to watch the dolphin and manatee, the boaters and kayakers paddle by, or to merely take in the remarkable marine and wildlife. There is a washer/dryer in the unit and the separate storage area on the lower level provides space to store your beach chairs, fishing and golf gear, or extra items. *** ISLAND LIFESTYLE *** THE POINTE is a PET-FRIENDLY gated community offering the best of both worlds: activity and exercise, plus peace and tranquility. Surrounded by water on three sides and encompassing 5+ acres of prime waterfront real estate. Features include Boat docks w/electricity and water. Outdoor, fresh-air walkways to each unit. Heated outdoor lap pool. Spa. Sauna. Kayak/canoe/SUP launches. Tennis and pickleball courts. Dog walk. Open-air gazebo with BBQ grills. Club house. Separate entertainment/party rooms. A fitness center in each building. Butterfly garden, and more. ADVANTAGEOUSLY LOCATED: Fine and casual dining, Turtle Beach, a campground on the beach, shopping, coffee shops, nightlife, entertainment, Siesta Key Beach, a full-service marina, public transportation and much more - all on Siesta Key. A rare find and unique chance to own a piece of paradise!

9393 Midnight Pass Road Unit 205, Siesta Key

$624,500
2 Beds 2 Baths A4633929 MLS 9397 BLDG.
Experience breathtaking panoramic views of the Gulf of Mexico and Little Sarasota Bay from this beautifully renovated 9th-floor, 2-bedroom, 2-bathroom condo at The Pointe—nestled on the southernmost tip of Siesta Key. The chef’s kitchen features sleek quartz countertops, custom white cabinetry, and durable porcelain tile flooring. The open-concept living and dining area is designed for both comfort and entertaining, offering stunning vistas from every angle. Wake up to serene bay sunrises in the spacious master suite, complete with an updated en-suite bathroom and generous closet space. The en-suite bath showcases elegant tile flooring and a luxurious walk-in shower. Step onto the expansive lanai to take in breathtaking views of dolphins, manatees, kayakers, paddle boarders, and boats gliding through pristine waters. This private outdoor oasis also overlooks a lush nature preserve, providing a peaceful retreat. Set on over 5 acres of Siesta Key’s stunning coastline, The Pointe offers an array of resort-style amenities, including boat docks, a kayak/canoe launch, a heated pool, spa, sauna, tennis/pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with mesmerizing views of the Intracoastal Waterway. Enjoy the sights and sounds of vibrant wildlife, from playful dolphins to majestic seabirds, all while soaking in the refreshing Gulf breeze. The Pointe is just a short walk or drive to fine and casual dining, with a full-service marina less than a mile away. Turtle Beach is also within walking distance, and nearby shops, coffee spots, nightlife, and public transportation make island living effortless. With captivating sunrises, breathtaking sunsets, and endless natural beauty, this coastal retreat is the ultimate Siesta Key getaway. Schedule your private tour today!

9397 Midnight Pass Road Unit 906, Siesta Key

$623,000
2 Beds 2 Baths A4634698 MLS 1137 Unit C-215 BLDG.
Reduced! The Best Price for a 2 Bed with a Garage on the Key! Your place at the beach needs to be Our House at The Beach. This 2 bed 2 bath 2nd floor unit with it's own 1 car garage is beautifully updated with carefree bamboo floors in all the living space and ceramic tile in the baths, oversize crown moldings and base trim. It offers lake views with a fountain and a twenty-foot-wide balcony overlooking the lake to enjoy your morning coffee or evening cocktails. Sliders bring in plenty of light and you face west to enjoy the evening light from Siesta’s famous sunsets. Your unit offers an extra deep garage to keep both your vehicle and all your beach toys. If it is raining you drive in and you are undercover all the way to your unit. The kitchen has newer black appliances and granite counters – when you rent, they show less handprints etc. And because Our House has a great onsite rental program and very flexible scheduling you get the added bonus of owning a strong rental that you can enjoy yourself as well. Ready for the Beach? Directly across the street is the public beach that Dr Beach ranks in the top 10 in the US year in and year out – just can’t beat that crystal sand. Staying active is easy too with onsite resort pool and tennis courts. This unit had no storm damage – the garage received some water and it was completely and professionally restored. The entire complex will be retrofitted with impact glass and sliders and the seller has paid or is paying the assessment completely by closing. As a second-floor unit you can rest easy about any future storms and you get higher ceilings and nobody walking over your head. At just $500 a square foot this represents one of the best values on the Key for a 2 bed. Easy to show during January so schedule it today!

1137 Lake House Circle Unit C215, Siesta Key

$620,000
2 Beds 2 Baths A4630239 MLS 203f BLDG.
BEACH! BAY! ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Quartz countertop, stainless appliance and coffee bar! Laundry in residence. Turnkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, Library, Billiards, game room, clubhouse, two heated pools and gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to three of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots, dancing and live music every night of the week!

8767 Midnight Pass Road Unit 203F, Siesta Key

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