Luxury homes for sale & real estate in Siesta Key, FL

Luxury Home for sale in Siesta Key, FL:

Bring your dream home to life on this oversized lot. Walkable to Siesta Key Villages and Siesta Key Beach. Selling for land value! This home operated as a successful vacation rental for several years. Home has flood damage and is being sold AS-IS.

Luxury Home for sale in Siesta Key, FL:

This North Siesta Key property is a prime opportunity for buyers looking for a serene canal lot. Spanning . 43 acres, the oversized lot measures 114x160x80 and is enveloped by a lush tropical landscape. Located in the Harmony subdivision, you’re just minutes from Siesta Village and Out-of-Door Academy. Enjoy easy access to water activities—launch your kayak from your backyard or take your boat to the nearby sandbar. The neighborhood's tranquil vibe is complemented by the convenience of being close to Siesta Key Village’s Saturday’s farmers market and dining venues. While the property has suffered extensive storm damage and is being sold as-is, it offers significant p

Luxury Home for sale in Siesta Key, FL:

Large canal front lot in Siesta Village walk to beach, shops and dining. Build your dream home here and bring your boat. Priced to sell, well below comps. Bring you cash buyer/ builders to this rare opportunity in the heart of world famous Siesta Village!

Luxury Home for sale in Siesta Key, FL:

Fantastic lot to build your dream house on ~ . 32 of an ACRE and on a great canal-front lot (100x154x81). This home has had significant storm damage and is now being sold as a tear down!! Situated in one of Sarasota’s premier canal locations, this property is located a quick bike ride to the beautiful sands of Siesta Key beach. Siesta Key Village is known for its endless shopping and dining venues, and just a bridge away from the mainland and all that Sarasota has to offer. With no HOA or CDD, and a large waterfront lot, this home is the perfect vacation or year round destination. Don’t miss this opportunity to own a piece of paradise. This home is being sold "as-is"

Luxury Home for sale in Siesta Key, FL:

Presenting a unique restoration or new build opportunity in the heart of coveted Siesta Key. This home sits on an expansive 10,000+ square foot lot just moments from Siesta Key's world-renowned white quartz sand beaches. While the property has sustained some damage from recent storms, it offers solid bones and incredible potential for those looking to restore or build new. The existing home features three spacious bedrooms, two bathrooms, new 2024 roof, and updated plumbing throughout and to the curb. Whether you choose to renovate this gem or start fresh, you'll be perfectly positioned to live the ultimate Siesta Key lifestyle. Located on lovely "Sandy Beach Avenue" and surrounde

Luxury Home for sale in Siesta Key, FL:

Welcome to the epitome of Coastal Living at its finest in Dolphin Bay! Come discover luxurious island living in this completely renovated, custom-designed waterfront condo on Siesta Key. This stunning 3-bedroom, 3-bath residence, reimagined by Raber Construction, offers 2,200 square feet of beautifully crafted spaces, beginning from the solid concrete block foundation and re-constructed with the highest quality materials and design. The open-concept layout features a dream kitchen with quartz countertops, a spacious island, and premium Wolf stainless steel appliances, including a Sub-Zero refrigerator, and beverage/wine refrigerator for everyday convenience and entertaining. This gourmet s

Luxury Home for sale in Siesta Key, FL:

Ideally just moments from Siesta Key Village, you'll enjoy the vibrant heart of the key, where friends gather for lively entertainment, delectable dining and unique shopping experiences. Whether you're savoring a sunset cocktail or indulging in fresh seafood, the village offers an array of options to satisfy your cravings. This property suffered damage from the recent hurricane. The famed white sandy beaches of Siesta Key are almost at your doorstep, where you can relax, soak up the sun and listen to the soothing sounds of the waves lapping at the shore. This property also includes riparian rights, granting you direct access to the tranquil waters in front of the property. Explore the bay a

Luxury Home for sale in Siesta Key, FL:

New Build/Restoration Opportunity right in the heart of Siesta Key Florida. Home and Guest Cottage affected by recent storms. Take this opportunity to restore this island dream house into your full-time residence, or vacation retreat. Or knock down and build new! It's Perfectly situated for those seeking to live the ultimate Siesta Key experience. Property is located Just two blocks from the pristine white quartz sands and azure water of Siesta Beach on the Gulf of Mexico, and Centrally located to the vibrant Village of Siesta Key’s unique boutiques and restaurants.

Luxury Home for sale in Siesta Key, FL:

Home Damaged by recent storms. Being sold for land value. Home can be repaired and has solid bones. Roof 2011 [No leaks from recent events], Impact Windows- 2017. SELLER FINANCING WOULD BE CONSIDERED. 30% DOWN. Water access to the Intracoastal Waterway via Grand Canal. Great location in Siesta Key Village. Just a short walk to all the village shops, restaurants and world famed #1 Siesta Key Beach. If you are looking for an investment property, this is the ideal location for travelers coming to see for themselves "what is all the fuss about Sarasota?". Nestled on a private dead-end street, this home provides a serene escape within a lively island community. Don’t miss th

Luxury Home for sale in Siesta Key, FL:

Why build when you can buy new construction on Siesta Key now!! Absolutely stunning and High and Dry!!! No impact from Sarasota’s three 2024 storms/hurricanes. Nestled in a community with four newly built $5 million homes. This incredible 2021 custom pool home with four spacious bedrooms, 3 ½ baths and a dedicated office is move-in ready. Inspired by the Modern West Indies aesthetic, this home spans 3,630 square feet on an expansive 10,200 square foot lot. The main floor open plan with high ceilings, a multitude of windows and doors, abundant lighting, and light décor create a contemporary, airy and bright atmosphere. The pristine white kitchen with stainless appliances

Luxury Home for sale in Siesta Key, FL:

NEW BUILD OPPORTUNITY OR REHAB!! Take advantage of being in the heart of Sarasota | Siesta Key by keeping the original structure, and doing a complete renovation! You have a solid standing home that comes with PGT hurricane impact windows, preferred sliding glass doors, new roof as of 2019, and this home has a salt water pool with a new pump. As you walk through the French doors, you are welcomed by an open floor plan that has natural sunlight beaming in from your screened in lanai area. You have two guest rooms to your left, giving you pool access, and your master bedroom is to the right side of the house, office / den in the rear, circling you back to your open family / dining room.

Luxury Home for sale in Siesta Key, FL:

SIESTA KEY ~ PALM BAY CLUB ~ NO STORM DAMAGE ~ OPEN FOR RENTAL BUSINESS ~ SIESTA BEACH OPEN ~ 9TH FLOOR ~ DIRECT SIESTA KEY BEACH & GULF OF MEXICO VIEWS ~ DIRECT SIESTA BEACH ACCESS ~ UPDATED THROUGHOUT (INCLUDING WINDOWS) ~ RENTAL INCOME ON REQUEST ~ 1 BEDROOM / 1 BATH / OPEN OR CLOSED BALCONY ~ SOLD TURNKEY FURNISHED ~ MANAGED ON SITE ~ A VERY RARE SIESTA KEY BEACH PROPERTY / COMMUNITY COMBINATION ~ READY FOR YOUR VISITS ~ EASY SHOW.

Luxury Home for sale in Siesta Key, FL:

Discover the stunning charm of Roberts Bay with this spectacular waterfront home, now offered at the lowest price per square foot on Siesta Key! Whether you're looking for a dream home or a smart investment opportunity, this property has incredible potential—a quick remodel could turn a significant profit. Nestled on a quiet, private road on the highly desirable north end of world-famous Siesta Key, this over 7,000-square-foot home is currently undergoing exciting renovations and offers a lifestyle of luxury and tranquility. Boasting 81 feet of waterfront along Hansen Bayou, this home is a boater's paradise, featuring deep water access to the bay and Gulf with no bridges in sight&mdas

Luxury Home for sale in Siesta Key, FL:

One or more photo(s) has been virtually staged. CERTAIN CRYPTOCURRENCIES ACCEPTED. An exquisite waterfront retreat in SIESTA KEY, SARASOTA, FL – a sanctuary of COASTAL LUXURY. Enter the fully REMODELED CONTEMPORARY residence with CUSTOM WOOD CABINETRY, DELUXE APPLIANCES, and STONE COUNTERTOPS. The great room with 11-FOOT CEILINGS and SLIDING DOORS flows to a 50-FOOT PORCH overlooking the water. This home boasts ESPRESSO CABINETRY, POLISHED NICKEL DETAILS, and an 8-FOOT CUSTOM FRONT ENTRY DOOR. The open-concept living area features IMPACT SLIDING DOORS and WINDOWS, creating seamless indoor-outdoor living. Premium finishes include LUXURY LVP FLOORING, a BUILT-IN STONE DINING TABLE, and

Luxury Home for sale in Siesta Key, FL:

LOCATED ON SIESTA KEY . . . PROXIMITY TO BEACH . . . 2017 NEW ROOF . . . 2021 NEW HOT WATER HEATER . . . 2018 NEW POOL SCREEN . . . 2016 REPLUMBED . . . REFACED KITCHEN CABINETS . . . OVER 1/3 OF AN ACRE LOT . . . LOCATION . . . LOCATION . . . LOCATION . . . Imagine daily walks on the famous powdery sands of Siesta Key and enjoying the breathtaking sunsets over the Gulf of Mexico daily. This property is situated on a quiet dead-end street, close to Heron Lagoon and Roberts Bay with lush landscaping on an oversized lot. This 4 bedroom, 2.5 bathroom home is spread across 2,512 square feet and offers you the opportunity to live the coastal Siesta Key lifestyle. The home sits on a . 38-acre lot

Luxury Home for sale in Siesta Key, FL:

This Mediterranean Estate Masterpiece will go fast. . ENTERTAINING AT ITS BEST - JUST MINUTES FROM THE BEACH * * * Welcome to your dream residence on Siesta Key where your family can fully enjoy this stunning 3 story 4 bedroom home filled with unique features. , If you are seeking a relaxed, coastal living lifestyle, you'll find everything you need right here. , The master suite, located on the second level, offers a private sanctuary. On the lower level, you'll find an open concept living room, . kitchen, and dining area, all with views of the pool, patio and fireplace. , Three additional bedrooms and bathroom are situated on the 3rd level providing comfortable accommodations for famil

Luxury Home for sale in Siesta Key, FL:

Welcome to great potential and endless possibilities on Siesta Key. This three bedroom, 2 bath pool home on one third of an acre in the Waterside East neighborhood is conveniently located for easy access on and off the island via the north bridge, and just a short bike ride to the vibrant Siesta Key Village and the world-famous Siesta Key beach. Enjoyed as a permanent residence by the current owners since 1989, it is ready for the next chapter awaiting a new owner to bring their vision to transform it into their personal oasis. Re-plumbed in 2011, new roof 2014 and entire interior freshly painted September 2024. A popular split bedroom floor plan features an ensuite primary bedroom with lan

Luxury Home for sale in Siesta Key, FL:

Welcome to 14N, located at Island House Beach Resort! This is an exquisite coastal retreat nestled along the widest expanse of one of Florida's most celebrated beaches. This impeccably maintained complex is a sanctuary where the pristine white sands meet the tranquil turquoise waters of the Gulf of Mexico. From the moment you step inside this 3rd-floor, 2-bedroom, 2-bathroom residence, spanning 1,300 square feet, you're greeted with stunning views of swaying palms and the breathtaking beauty of the coastline. The open-concept living and dining areas are enhanced by elegant luxury vinyl flooring, while the fully equipped kitchen boasts brand-new, state-of-the-art appliances, perfect for both

Luxury Home for sale in Siesta Key, FL:

Turn Key Furnished!! Great Location! Endless Summers on Siesta Key!! Bayside, 3 Bedroom 3 Baths. All 3 Bedrooms have Partial Gulf Views, as well as the walk up!! Your own private beach! Excelsior offers resort style living with 2 heated pools, each with a whirlpool, Tennis, Pickle Ball, Shuffleboard, and Fitness center. Enjoy beach to bay living; fishing off the beach or the intracoastal, as you have access to both! Covered parking and ground floor storage are added benefits. Quick to get on and off the Key. Walk to the South Village, or take the Siesta Breeze Trolley to the North Village for free. Siesta Key Beach's shores are mostly mineral quartz, which results in pure and pristine sand

Luxury Home for sale in Siesta Key, FL:

Rare opportunity to own a turnkey-furnished two-bedroom, two-bath beach oasis on the seventh floor in the highly sought-after D Building with beach access just steps away. Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club offering an incredibly beautiful lifestyle right on the Gulf of Mexico. Enjoy breathtaking sunsets from your personal enclosed veranda. With conveniences like in-unit laundry and a recently renovated covered carport, this residence offers quintessential and elevated island life. Gulf & Bay Club is situated on 32 acres of manicured tropical landscaping, with a gate and guard, 800 feet of private beach with pristine sugar white sand. Enj

Luxury Home for sale in Siesta Key, FL:

Welcome to Grand Siesta! Rarely available Opportunity! Where else on Siesta Key can you find this unique location, offering Siesta Beach Access a block away, the Siesta Village two blocks away, directly on the Grand Canal with a boat lift, while all within the weekly rental zone. Paradise awaits at this fabulous, 3 bedroom/3.5 bath luxury townhouse. This amazing, spacious, luxury townhouse draws you in with an inviting, professionally designed interior with a comfortable, coastal vibe. The concrete block exterior provides structural integrity. An excellent space for entertaining family & friends in your custom gourmet kitchen with gas range and open-concept living area with magnific

Luxury Home for sale in Siesta Key, FL:

A Siesta Key private retreat tucked among the palm trees and strategically placed between the beach and the Intracoastal waterway. Residents and guest enjoy Peppertree's community fishing pier, two pools, clubhouses, tennis, a gym, and a private beach. Remodeled in 2022 with quartz counters, tile floors, fresh paint, and carpet, all complement the three new bathrooms and kitchen. Spending time in the combined kitchen - and family room, you will instantly relax into island time. Two generous lanais expand the main living space downstairs and the main bedroom, making it an oasis for its owner. Private bathrooms are attached to both upstairs bedrooms, and a half bath downstairs gives quick acc

Luxury Home for sale in Siesta Key, FL:

Located on the shores of the nation’s premier beach, this extraordinary contemporary residence stands as a beacon of modern elegance and architectural brilliance. Conceived by the acclaimed architect Yehuda Inbar in 1996, this Sarasota gem has an impeccable design and luxurious amenities. The property is a testament to sophistication, with three expansive levels, each adorned with balconies that provide unparalleled views of the pristine Siesta Key Beach and the surrounding coastal beauty. The crowning jewel of this estate is the private rooftop pool, offering a serene oasis where you can soak in breathtaking 360-degree vistas of Sarasota’s skyline and the shimmering Gulf of Mex

Luxury Home for sale in Siesta Key, FL:

2024 Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the impressive front doors into the bright foyer which leads to the spacious great room, well-planned kitchen and bonus and/or dining room. Take in the beautiful wide views of the Grand Canal from your gorgeous pool, spa and travertine deck or while cooking from your outdoor kitchen. The first floor also feature

Luxury Home for sale in Siesta Key, FL:

Located on arguably the finest beach on the planet, Whispering Sands offers the best of what the Siesta Beach lifestyle has to offer. After a serene day lounging on the 800 feet of private beach seemingly miles away from the worries of the world, you can relax on your patio hearing nothing but the soothing sound of azure waves gently lapping the pristine white sand shoreline, as you watch the sun slowly sink below the horizon of the Gulf of Mexico. After such a relaxing and rejuvenating day, perhaps you step out for an evening of fine dining and entertainment at any one of the excellent restaurants situated in the world-renowned Siesta Village. Or take a short drive to visit downtown Saraso

Luxury Home for sale in Siesta Key, FL:

One or more photo(s) has been virtually staged. The 3 storms caused only minor damage to fencing and pool cage screening. Miniscule amount of water in garage likely wind-blown. This beautifully designed residence offers the perfect blend of comfort and convenience. Ideally poised on a generous 16,000+ sq ft lot close to the world-renowned Siesta Key Beach, this home offers easy access to powdery white sands and breathtaking sunsets. Enjoy the convenience of Siesta Village which provides nearby shops and restaurants with a variety of dining and shopping options minutes away. The home is situated at a point on the Grand Canal which curves providing exceptional open serene views. This home is

Luxury Home for sale in Siesta Key, FL:

New Homesite Opportunity on Siesta Key! This prime corner lot, measuring 100 x 105 feet (10,465 sq ft), offers a fantastic chance to build your dream home in an ideal location. With 50 feet of prime boating water frontage, it’s perfect for water enthusiasts. Situated on a peaceful street, this property is just minutes from the beach and the vibrant Siesta Key Village, with its array of shops, dining, and entertainment options. Additionally, the Out-of-Door Academy is only three blocks away, providing convenient access to top-notch education. Don’t miss your opportunity to own a slice of waterfront paradise!

Luxury Home for sale in Siesta Key, FL:

Step into your coastal French waterfront dream home at 815 Tropical Circle on Siesta Key. This exquisite four-bedroom, four-bath residence spans 5,988 square feet of meticulously updated living space, offering an unparalleled island lifestyle all while remaining unscathed by the two major hurricanes that impacted Sarasota and the Barrier Islands. . A circular paver driveway leads you past lush landscaping to the charming front porch, welcoming you home. Once inside, travertine floors guide you through a grand foyer with high ceilings, setting a tone of casual elegance. The living room features a bay window with a bench seat and a decorative stone fireplace. The kitchen boasts a tray ceiling

Luxury Home for sale in Siesta Key, FL:

Peppertree Bay is a beautiful Siesta Key resort located directly on the bay! This stunning condo features full water view of the Intracoastal Waterway from your second floor living area. Watch the parade of boats and wildlife activity as they pass by your floor-to-ceiling windows in your screened lanai. This unit has been meticulously renovated to the latest standards with no expense spared to created a beautiful turnkey furnished living experience. It features two spacious bedrooms and two bathrooms (master ensuite), electric blinds throughout, a washer + dryer, and an oversized storage space off the lanai large enough to hold all your beach and water toys. The resort-style community has 2

Luxury Home for sale in Siesta Key, FL:

Experience coastal living in this HIGH and DRY waterfront 3-bedroom, 2-bathroom condo on the sought-after Siesta Key. Perfectly positioned just steps from the renowned Siesta Key Beach, this second-floor gem offers unparalleled access to sun and sand, while a private boat slip and lift awaits your boating adventures. This turnkey-furnished condo is meticulously designed for both relaxation and entertainment. The modern kitchen features stainless steel appliances, spacious panty all seamlessly connecting to the dining and living areas, where vaulted ceilings and expansive sliding doors open to the screened lanai offering stunning water views. The spacious master bedroom boasts a private ensu

Luxury Home for sale in Siesta Key, FL:

The Beach Elevated this updated 5th floor high above the Gulf a Golden opportunity to own directly on Siesta Key Beach. Rarely available perfectly situated direct beach front with a weekly rental program managed on site 52 weeks a year. Endless BEACH VIEWs in the wrap around deck specific to this unit on the 5th floor you will be well protected from high tides. NEW HURRICANE WINDOWS and/or shutters 2023 new railings on the balconies and fresh interior and exterior paint assessments have been paid. This unit comes turnkey furnished a top performer when rented Unit 502 has earned $80k in rental income so far 2024. You will love the large wine refrigerator great for chilling soft drinks and w

Luxury Home for sale in Siesta Key, FL:

Imagine owning 3 lovely pastel beach cottages on the most beautiful beach in the world, professionally managed, earning $100,000 of net income annually. One property with 3 separate, thriving rental properties in the most coveted location in Siesta Key. A 1 minute stroll to the beach path or a 2 minute stroll to Siesta Village. Enjoy the #1 beach in the U. S. with a lucrative investment opportunity. Thoughtfully designed to blend tropical charm with modern comforts, ensuring high demand from vacationers seeking a serene escape. The robust rental market at Siesta Key ensures a steady stream of guests eager for their dream beach getaway, providing you with a substantial and consistent income

Luxury Home for sale in Siesta Key, FL:

The magic of Siesta Key Beach is known worldwide. The white-sand beaches, breathtaking sunsets, the gentle waters of the Gulf of Mexico, the quaint but lively Siesta Key Village's shops, restaurants, sidewalk happy hours and nightlife has made this island a world-class destination for friends and families for decades. The northernmost section of the beach, Sunset Point, is a favorite for locals and those fortunate enough to have a home within this neighborhood: Gulf to the west and Village to the east, and only a few short blocks separating the two! At the center of this is an exceptional three-story home that lies just one block from the beach with great sunset and water views. This well

Luxury Home for sale in Siesta Key, FL:

Experience the ultimate in waterfront living with this gorgeous condominium, offering breathtaking bay views. The expansive 2-bedroom, 2-bath residence boasts an impressive 1,915 square feet of under-air living space, complemented with covered lanais in both front and back and a convenient sunning deck. The interior features both a living room and a family room, a split bedroom plan with ensuites, and hard surface flooring throughout. HVAC and hot water heater replaced in 2024. Rare to properties on the key, there is also a private one-car garage under the building, supplemented by ample open parking. Just a short walk to the public beach, Dolphin Bay offers an array of amenities, including

Luxury Home for sale in Siesta Key, FL:

Pre-Construction. To be built. Under-Construction. Introducing AZURE Siesta Key! A truly extraordinary opportunity for luxury and lifestyle to combine for an unforgettable experience. This stunning condominium exudes elegance and sophistication. Nestled along a private road, AZURE Siesta Key sets the standard for modern coastal living. With a seamless blend of luxury and comfort, this penthouse features state of the art architectural elements and will be crafted with the highest quality materials and designer finishes throughout. The sleek and contemporary design seamlessly merges with the natural surroundings, allowing for an effortless indoor-outdoor transition. The kitchen, located on th