Siesta Key Florida Real Estate

Siesta Key is located just a short drive from Sarasota, Florida. Siesta Key is an 8 mile long island featuring quaint shops, dining, nightlife, and resorts. Siesta Key is most notably known for its beautiful turquoise waters and quartz sand. Quaint and quirky, Siesta Key is mostly residential with single family homes as well as several large condo buildings. 

View homes and condos for sale on Siesta Key in Sarasota, Florida with RoseBay International Realty. Contact us if you have questions or would like to schedule a showing. 

Siesta Key Florida Homes For Sale

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Anna Maria | Bird Key | Casey Key | Lido Key | Longboat Key | Manasota Key | St. Armands Key

4822 Ocean Boulevard Boulevard Siesta Key FL 34242
Open House

MLS Number A4563336

  • Condo
  • Next Open House: Thu 03/23 1:00 pm. to 5:00 pm.
  • Mls Status Active
  • Square Feet 1,435
  • Bathroom 2

It's all about the VIEW and LOCATION! Priced to sell, this two bedroom and two full bath home has the best panoramic view in Siesta Towers including the Gulf of Mexico, Lido Key, Bird Key, Downtown, Big Pass and SRQ Skyline. The North and West exposure offers amazing sunsets every day. In walking distance to award winning Siesta Key beach, the newly updated, reinspected and modernized building is in an EXCELLENT LOCATION in Siesta Key Village near shopping, dining, bars and nightlife, so you will feel like you are in vacation all the time. This spacious home is on the 7th floor and has a split floor plan, two balconies with full ocean-view so you can see the dolphins playing every morning. The floors are tile throughout, easy to maintain and the kitchen, dining room and living room were completely renovated floor to ceiling. Master suite has large walk-in closet, and guest bedroom has two large closets. The condo interior is 1,435 SqFt under A/C and almost 400 SqFt balconies- one of the largest condominiums on the Island. Enjoy the newly finished 9 feet deep heated Gulf Side pool, library, fully equipped gym, large social room, two fishing piers and outdoor BBQ. There is plenty storage space in the home as well as in the first floor cubby plus bike storage. American Home Shield, Shield Essential warranty will be provided to new homeowners for one year if desired, that covers HVAC, heating, plumbing, ductwork, electrical, and water heater. This is the best priced waterfront condo on the market today with spectacular ocean-view. No assessments, good financials, strong reserves and a well maintained building. Water, trash and Cable TV are included in HOA fee. Easy to show. There is plenty covered parking, carports and open spaces as well. Highest and best offers until Sunday at midnight!

Listed by COLDWELL BANKER REALTY

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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100 Pierson Lane Sarasota,siesta Key FL 34242

MLS Number N6125211

  • Residential
  • Mls Status Active
  • Square Feet 4,229
  • Bathroom 4
  • Year Built 1958

Paradise found! Serenity and privacy abound in this secluded tropical, gated, waterfront estate situated on the highly sought after north end of Siesta Key Island. Only 3.1 miles to Siesta Key beach which is known for its beautiful powdery sand and aqua blue waters. Magnificent estate home showcasing an incredible indoor/outdoor lifestyle with multiple entertaining spaces, private lani's and fun gathering spaces. Entering the estate, you are welcomed by a grand foyer with incredibly crafted inlaid marble flooring. Natural light streams into this home with multiple skylights, sliding doors, and French doors leading to the multitude of outdoor living spaces. Host magnificent dinner parties in the formal indoor dining room with inlaid marble tiles. With multiple large bedrooms - complete with en-suite bathrooms - there are opportunities to turn any room into the primary bedroom suite, with options for first floor or second floor to take that title. On the lower level you will find a large primary bedroom option equipped with a slate tiled fireplace and covered lani overlooking the pool. Or on the other end of the main level the king room with multiple sets of French doors leading to the quiet and secluded north yard sitting area. There is also a queen bedroom/office on the main with a jack-n-jill bath. The upper king room has a lani overlooking the pool and lush grounds, en-suite bath, tiled 3rd fireplace and large walk-in closet. Upper queen room has a balcony and a terrace, ensuite bath and large closet. Very large pool surrounded by luxurious travertine tiles and extended walk ways from the home, around the pool and to the boat dock. Your private dock will lead you to a 13,000-pound boat lift and plenty of space to store your aquatic toys to enjoy a day out on the water. Access to the Bayou Louise canal is along the rear property line which will lead you to the Big Sarasota Pass and only one fixed bridge to navigate your boat to the Intracoastal Waterway. The calm waters in the canal are ideal for kayaking or paddle boarding where you may see manatee and dolphins while enjoying the Florida sun. Enjoy after dinner walks to Shell Beach only 2 blocks away where you can watch sunsets over Lido Key, passing boats, and dolphins dancing in the water. 15 minute (1.9mile) bike ride to Siesta Key Village for breakfast at unique restaurants. Enjoy the fun shopping, dining and multiple island beaches on the island. And easy 1.9mile bike ride to Siesta Key Village. Siesta Key is part of the greater Sarasota Area with access to incredible dining, shopping, medical facilities, and roadways. You'll also be close to Downtown Sarasota where the quaint small town feel with delicious restaurants and boutiques are met with the art, live entertainment, and exciting nightlife. Please see 3D Tour and Video

Listed by KELLER WILLIAMS ISLAND LIFE REAL ESTATE

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4725 Gleason Avenue Siesta Key FL 34242

Siesta Key, FL4725 Gleason Avenue

Price$2,100,000

Est. Mortgage: $/month

MLS Number A4558437

  • Residential
  • Mls Status Active
  • Square Feet 3,030
  • Bathroom 3
  • Year Built 1955

This 3,030 S.F. Canal Front, Pool home with a Bungalow feel is a Mid-Century Modern Gem. Built on a corner lot in a Fantastic Location on Siesta Key, less then 5 minutes to Siesta Village and the World Renowned #1 Siesta Key Beach. Prefer to go Boating hop on your boat from your 50 foot dock and cruise 2 minutes to the Grand Canal or 5 minutes to Roberts Bay or be in the Gulf of Mexico in less then 30 minutes, and be boating without the traffic in many locations! Looking for exceptional dining its 5 minutes away with most cuisines being offered in the Siesta Village along with bars, dancing, boutiques and ice cream shops. The home offers 2 master bedrooms with en suite baths and 1 additional bedroom/den and bath in the hallway. The home has a open floor plan with a very large living room with a canal view and access. The dining room and great room off the kitchen have a breakfast bar, Stainless Appliances, Double Ovens and a beautiful hood that is vented outside. The great room features a wood-burning fire place, dining room and 2nd Master over look the large caged pool with a large paver patio. The flooring in one master is Bamboo Wood and the rest of the home has Original Hand-Crafted Saltillo Tile. This home floor plan is designed for entertaining with lots of open space. Outside a 50 X 7 wood dock and a 7,000 lb. lift which awaits your 26 ft. boat Other features of the home: 1 car air-conditioned garage , replumbed with PVC in 2012, newer electrical wiring with 2 panels, 2 electric water heaters, the salt water pool with a newer pool pump and filter was resurfaced in 2007 as well as a new paver lanai and driveway. This Bungalow provides an old Florida feel with a large fenced in front yard with a huge Oak Tree and other mature plants.

Listed by COLDWELL BANKER REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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749 Freeling Drive Siesta Key FL 34242

Siesta Key, FL749 Freeling Drive

Price$7,995,000

Est. Mortgage: $/month

MLS Number A4554867

  • Residential
  • Mls Status Active
  • Square Feet 6,827
  • Bathroom 6
  • Year Built 1997

The incomparable Casa della Fontana…The Fountain House… sits along 125' of Siesta Key's Riviera. It can accommodate up to a 60' yacht in this protected, deep-water basin with direct access to the Intracoastal and Gulf of Mexico. This gated, European styled mansion is built like a fortress, lavished with the highest end finishes, and equipped with state-of-the-art systems. The property recently underwent a major renovation. The original kitchen was gutted to make way for the Mediterranean-style kitchen with top-of-the-line Wolff, Sub-Zero, and Miele appliances, high-end quartzite counters, and a coffered ceiling. The center of this home was converted into a one-of-a-kind great room and alder-wood library reminiscent of famous English manors. On one side, the gallery soars from floor to ceiling, and on the other side, a cozy loft library/study frames the space. Custom trestles, designed to create a rustic feel, replaced the original plain ones, and the Vasquez Forge in Tampa crafted the custom iron railings. Ceiling beams were installed throughout the house and lanai to tie in the majestic aesthetic. New HVAC and duct systems (there are four total systems with six zones), Rinnai tankless water heater, Control 4 home automation, Cloplay Proseries hurricane garage doors (3-Cars), removable hurricane curtains, and a whole-house Generac generator (powered by natural gas) were installed. The summer kitchen was also created, and the entire lanai deck and driveway were resurfaced with beautiful stonework and pavers. The waterfront was improved with a 10,000 lb boat lift, underwater lights, and a kayak lift. There is even a secret staircase created to access the gallery and disguised storage areas for your valuables. This custom home was built by Magnum Builders, the commercial-grade construction is of the absolute highest caliber featuring 75+ concrete pilings beneath the foundation that are tied to special footers reinforced with concrete and steel. The layout of this estate permits multiple generations to live comfortably, enjoying plenty of common spaces. There is an entire guest wing with separate entry to the property. This estate is an entertainer's dream. The courtyard alone accommodates up to 20 cars. There are over 1000 square feet of outdoor space around the heated pool and spa. The screened-in, two-story lanai lets you open all the doors and sliders on both the ground and main living level to enjoy the Florida indoor/outdoor living experience. There is an expansive media and game room complete with pool table and darts. A barrel tiled, two-piece roof has trusses incorporating embedded straps. The house includes an Inclinator Residential Elevator. For those that want the ultimate boating lifestyle, you are literally moments away from the beautiful Intracoastal waters and bay estuary that is a habitat for dolphins and manatees. You are less than a nautical mile away from Big Pass, the gateway from Sarasota Bay to the open water of the Gulf of Mexico where you can anchor on the local sandbar and take in the dramatic sunsets. There are numerous restaurants directly accessible by boat. It is an easy bike ride to Siesta Key Village. All this while being within minutes from the world-famous Siesta Key beach, and the arts, culture, and entertainment that defines Sarasota. Check out the 3D immersive tour: https://my.matterport.com/show/?m=2aJRenW3p9P AND Life @ Casa della Fontana Lifestyle Video: https://bit.ly/749FreelingDrive

Listed by INVESTMENTS IN SARASOTA

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Confidential Midnight Pass Road Siesta Key FL 34242

MLS Number A4553814

  • Residential
  • Mls Status Active
  • Square Feet 5,240
  • Bathroom 4
  • Year Built 1988

$200,000 less - the seller is motivated! Acreage opportunity on the island of Siesta Key with partial Gulf of Mexico views from the 2nd floor! This private one-acre waterfront estate is a rare offering for discriminating buyers. Completely renovated, this fabulous 5,240-square-foot home offers nearly 200 feet of unobstructed views on the widest part of the peaceful, meandering Heron Lagoon, where only non-motorized vessels are permitted to protect the natural environment. As you enter the spectacular estate grounds on the long winding, circular driveway, you'll appreciate the beautiful, mature landscaping and the home's sitting on the estate, adding to the privacy. The entry foyer soars 20 feet high and leads to an open-concept floor plan with architectural features and high ceilings. The main living area features a formal dining room with a window seat and views of the water, a large custom-designed island kitchen with pendant lighting, high-end appliances, a farmhouse sink and pantry. The adjoining breakfast room features a quarried stone wall and abundant windows, allowing natural morning light to stream in. The kitchen overlooks the oversized family room which leads directly to the outdoors, pool, and waterfront through a wall of sliding glass doors. Large rooms, soaring ceilings and an open floor plan offer plenty of space for large groups. Two guest bedrooms and 1.5 baths complete the main level. Upstairs, the office features a built-in desk with a wall of windows overlooking the tranquil lagoon, pool, and yard. A French door leads to a large composite west-facing balcony, the perfect place to bask in the sun during the day and enjoy a glass of wine in the evening while savoring colorful Siesta Key sunsets. The extremely spacious master suite is your private retreat with a waterfront vista through a wall of windows, and a bathroom with a soaking tub and shower, and abundant storage area in the 30' x 10' walk-in closet. Down the hall, an exercise room has plenty of space for daily workouts and could easily be converted to a 4th bedroom, with an adjoining, beautifully renovated bathroom. Although currently 3 existing bedrooms, the home would easily convert to up to 5 bedrooms. Outside, relax and entertain by the west-facing spectacular pool and spa that enjoys sun all day, surrounded by cool paver decking. A covered poolside area provides plenty of daytime shade and is perfect for alfresco dining under the stars, featuring Siesta Key's spectacular sunsets. Spacious front, side and rear yards are spacious for children and pets. You'll appreciate the storage rooms in the lower level, above-ground “basement” with 12' ceilings, separate entrance, and 4-car garage. A partial list of the extensive, high-quality renovation includes: tile roof system, Hardie Board cement siding, soffits & fascia, commercial-grade gutters, PGT hurricane impact windows and custom doors, stonework, 4-unit Lenox 2-stage HVAC, renovated pool & spa, extensive cool-touch paver patios, Trex composite decking, landscaping, drainage & irrigation, buried electric cables, sewer lines & water lines. Store your powerboat at nearby Turtle Beach Marina or spend your day at Turtle Beach, both a one-minute car ride from your front door. 3.5 miles to world-famous Siesta Beach and Siesta Village. Mainland Sarasota's urban amenities and cultural activities are just minutes away over the Stickney Point bridge.

Listed by PREMIER SOTHEBYS INTL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8750 Midnight Pass Road Siesta Key FL 34242

MLS Number A4540905

  • Condo
  • Mls Status Active
  • Square Feet 2,276
  • Bathroom 3
  • Subdivision Tortuga

NEW PRICE, WILL NOT LAST LONG! You don't want to miss this rarely available Fully Furnished penthouse unit located in the sought after Gulf Front Tortuga complex. Located on the Fifth floor this penthouse features gulf to bay views with vaulted ceilings complete with sky light. What is living in paradise if you can't experience all it has to offer. A patio extends the entire length of the unit providing ample natural light and a view from virtually everywhere. With this kind of square footage it is flexible for every homeowner. Whether you are a full-time resident, snowbird or just looking for a place to host your family and friends This home offers it all. With 3 bedrooms, 2 and 1/2 baths all recently renovated The work is done all you need to worry about is enjoying it Rest easy with the new hurricane code compliant sliders. A heated pool allows for swimming year round. The clubhouse with kitchen, bar, sitting room, provides you with Opportunity to make new friends and host get together's. You will also have two parking spaces under the building for your convenience. Are you a boater? Available to the residents is the ability to dock it for a very low annual fee across the road. If an active lifestyle is more your speed enjoy the tennis courts on that property as well. With close proximity to restaurants and entertainment this property has it all. Live Where others vacation, now is the time!

Listed by HOME ZONE REALTY INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to StellarMLS as of March 23, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or StellarMLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.