6512 MIDNIGHT PASS ROAD UNIT 303
SARASOTA FL 34242
Residential / Condominium
3 Bed · 2 Bath · 1,763 SqFt · $1,242/SqFt
Days on Market: 2
County: Sarasota
Subdiv/Community Name: Crescent Siesta Key
Legal Subdivision Name: CRESCENT SIESTA KEY
Year built: 2006
Garage: No
Welcome to luxurious, maintenance-free beachfront living at prestigious Crescent Siesta Key Condominiums. This 1,800-square-foot turnkey-furnished unit offers three bedrooms, two full baths, a laundry room and two large balconies, one with beach views, and the other overlooking the second-level Crescent pool/courtyard. The inviting open floor plan includes a large dining room. The kitchen is open to the dining room and living room. Poggenpohl (luxury German-made) cabinets, stainless appliances, large breakfast bar and spacious pantry/storage cabinets line the hallway. It is near south Siesta Key Bridge with shopping, entertainment and dining across the street. The Crescent is a boutique complex of ... Read more....»
1236 PORT LANE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 2,522 SqFt · $852/SqFt
Days on Market: 14
County: Sarasota
Subdiv/Community Name: Midnight Harbor Sub
Legal Subdivision Name: MIDNIGHT HARBOR SUB
Year built: 1989
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Siesta Key Waterfront Canal Home with easy access to the Intercoastal Waterway with only one house from the open Bay. Nestled in a tranquil and highly desirable location with a private setting. Situated on an expansive lot with a wide canal. Amazing views of Sarasota Bay! Discover this lovely 3 bedroom 2 bath home that sits up high and stays dry! Floor plan designed for entertaining! Open & spacious rooms with high ceilings in Living room / Dining room, Kitchen /Family room. Master bedroom has a sitting area that could be used ... Read more....»
940 SIESTA KEY PLACE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 3 Bath · 3,451 SqFt · $609/SqFt
Days on Market: 164
County: Sarasota
Subdiv/Community Name: Siestas Bayside
Legal Subdivision Name: SIESTAS BAYSIDE
Year built: 1970
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Exceptional New Price for Siesta Key Canal-Front Living. Discover an unparalleled waterfront retreat on the highly coveted North Siesta Key, where luxury and tranquility converge. This extraordinary property boasts over 300 feet of pristine water frontage, offering breathtaking panoramic views and seamless access to Sarasota’s renowned waterways. Spanning over 3,450 sq. ft. of professionally curated interiors, this 4-bedroom, 3-bathroom residence is designed to impress. Expansive living spaces flow effortlessly, highlighted by thoughtfully selected details and a welcoming ambiance. Walls of glass invite natural light while capturing the serene waterfront backdrop. Step outside and experience an additional 1,274 sq. ft. of outdoor entertainment living, ... Read more....»
1001 POINT OF ROCKS ROAD UNIT 207
SARASOTA FL 34242
Residential / Condominium
3 Bed · 2 Bath · 1,532 SqFt · $1,305/SqFt
Days on Market: 72
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: SIESTA SANDS
Year built: 1980
Garage: No
Community Pool: Yes
Extremely Rare Gulf-Front Opportunity at Siesta Sands Beach Resort on World-Famous Siesta Key! Don't miss this one-of-a-kind chance to own the only 3 bedroom, 2 bathroom townhome-style condo in the highly desirable Siesta Sands Beach Resort, perfectly situated directly on the shores of award-winning Siesta Key Beach. This exquisite turn-key furnished residence has been fully remodeled recently and showcases premium upgrades throughout, including elegant plank tile flooring, stunning marble countertops, high-end furnishings, and tasteful coastal décor featuring works by local artists. The bright, open split floor plan offers three patios to soak in Florida’s sunshine and Gulf ... Read more....»
1214 SEA PLUME WAY
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 3 Bath · 3,681 SqFt · $543/SqFt
Days on Market: 234
County: Sarasota
Subdiv/Community Name: Mangroves Sub The
Legal Subdivision Name: MANGROVES SUB THE
Year built: 1980
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
This South Siesta Key Village spacious island home offers over 3,600 interior square feet, a beautiful and inviting south-facing screened lanai with heated pool, separate covered patio deck with jacuzzi, 10,000-pound boat lift, floating jet ski dock, gulf beach access close via Point of Rocks and just a short stroll to the South Village of Siesta Key. There are numerous windows and volume ceilings which provide beautiful light all day long and you can enjoy coffee or sunsets on one of two second-story balconies enjoying indoor and outdoor living. The open floor plan provides room for everyone and their guests ... Read more....»
681 AVENIDA DE MAYO
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 3 Bath · 3,324 SqFt · $602/SqFt
Days on Market: 64
County: Sarasota
Subdiv/Community Name: Sarasota Beach
Legal Subdivision Name: SARASOTA BEACH
Year built: 1947
Garage: No
Private Pool: Yes
Waterfront: Yes
Price REDUCED so you can BUY your boat and bring it with you to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply unwinding after a day at the beach and boating. These multi-purpose rooms adapt to your lifestyle, whether you need another bedroom, home office, fitness space, or creative art studio. A true showstopper ... Read more....»
1240 NORTHPORT DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,400 SqFt · $831/SqFt
Days on Market: 102
County: Sarasota
Subdiv/Community Name: Royal Palm Harbor
Legal Subdivision Name: ROYAL PALM HARBOR
Year built: 1959
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
New Price! A rarely available property in Royal Palm Harbor, Siesta Key. Discover the ultimate island lifestyle just half a mile from the world-renowned, powdery white sands of Siesta Beach and the Gulf of Mexico. In a private, lush, tree-canopied community, this spacious three-bedroom, 3.5-bath, two-car garage home sits on a deep sailboat water bayou, just five lots from Sarasota Bay and the Intracoastal Waterway, offering direct gulf access with no fixed bridges. The nearly 18,000-square-foot lot provides endless possibilities to renovate or build your dream waterfront retreat. The home has been professionally remediated and features a sprawling layout that ... Read more....»
868 SIESTA KEY CIRCLE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 3 Bath · 2,210 SqFt · $894/SqFt
Days on Market: 39
County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTAS BAYSIDE
Year built: 1972
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
PRICE IMPROVEMENT... This island-style, ranch waterfront home offers an incredible opportunity to renovate and make it your own. While it did take on water during Hurricanes Helene and Milton, it boasts several key updates including a newer roof, fresh exterior paint, impact windows and doors, vaulted ceilings, and charming plantation shutters—just a few of the features that make this Siesta Key property so appealing. The open floor plan 3 bedroom, 3 full baths is designed for both comfort and privacy, featuring a completely secluded primary suite with its own walled sun terrace. Two guest suites are thoughtfully positioned for privacy as ... Read more....»
5430 AVENIDA DEL MARE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 2,010 SqFt · $983/SqFt
Days on Market: 121
County: Sarasota
Subdiv/Community Name: Sarasota Beach
Legal Subdivision Name: SARASOTA BEACH
Year built: 1951
Garage: Yes 2 vehicles
Private Pool: Yes
PRICE REDUCED! ONLY A 5 MINUTE STROLL TO SIESTA KEY BEACH (beach access 11)— WATERFRONT CANAL HOME! PROPERTY HIGHLIGHTS: LOCATION, LOCATION, LOCATION! Exceptional opportunity to own a fully renovated 2025 turn-key home on the Grand Canal—a short 5 minute stroll to Siesta Key Beach (Access 11) and only minutes to Siesta Key Village. This rare property sits on a massive 13,126 SF lot, 125’ of Grand Canal waterfront (2.5 buildable lots— for unmatched Investment Potential— approvals available) KEY FEATURES: • 125’ of Grand Canal Waterfront – Boat, fish, kayak, or relax by the water. Includes private dock, pool, hot tub, ... Read more....»
577 VENICE LANE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 2,641 SqFt · $748/SqFt
Days on Market: 267
County: Sarasota
Subdiv/Community Name: Siesta Bayside
Legal Subdivision Name: SIESTAS BAYSIDE WATERSIDE EAST
Year built: 2021
Garage: Yes 2 vehicles
Private Pool: Yes
NEW, NEW,NEW… COMPLETED 2021! New Price! Hands down the absolute lowest priced, best value, new construction home on Siesta Key! Why consider spending money on a wet remediated home, or a 40-year-old renovated low ceiling, low lying home with non-impact glass and plumbing and electrical infrastructure issues? Why subject yourself to those older home realities that also come with astronomical maintenance and insurance costs, when you can act NOW by acquiring and investing in a stunning, modern, SAFE, new, West Indies 4 bedroom, 3 1/2 bath masterpiece with all the bells and whistles at a purchase price less ... Read more....»
1021 CRESCENT STREET unit 1
SARASOTA FL 34242
Residential / Condominium
3 Bed · 3 Bath · 2,780 SqFt · $696/SqFt
Days on Market: 86
County: Sarasota
Subdiv/Community Name: Point Of Rocks Terrace
Legal Subdivision Name: SIESTA ON THE ROCKS/POINT OF ROCKS TERRACE
Year built: 2015
Garage: Yes 3 vehicles
Escape to the ultimate Siesta Key lifestyle with this rarely available, turnkey-furnished coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience only a couple hundred feet from access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit lives like a single-family home and is one of only two in its building. With five private patios, ... Read more....»
548 BEACH ROAD UNIT 540A
SARASOTA FL 34242
Residential / Townhouse
3 Bed · 3 Bath · 1 Half Bath · 2,480 SqFt · $766/SqFt
Days on Market: 94
County: Sarasota
Subdiv/Community Name: Tiffany Sands
Legal Subdivision Name: TIFFANY SANDS
Year built: 1981
Garage: Yes 1 vehicles
Waterfront: Yes
Rarely available, this stunning Tiffany Sands townhome on Siesta Key offers an open floor plan with 3 spacious bedrooms featuring walk-in closets, 3.5 baths, and a versatile first-floor bonus room with a full bath and private entrance. Beautifully renovated, this exquisite residence boasts a one-car garage and storage space, multiple large decks, and a patio—perfect for soaking in breathtaking beach views, gentle Gulf breezes, and the mesmerizing turquoise waters. Just a short stroll away, your deeded beach access leads to Siesta Key’s world-famous white quartz sand. Plus, your moments from the lively Siesta Key Village, where you’ll find charming shops, restaurants, bars, ... Read more....»
4865 FEATHERBED LANE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 4 Bath · 4,482 SqFt · $424/SqFt
Days on Market: 128
County: Sarasota
Subdiv/Community Name: Harmony Sub
Legal Subdivision Name: HARMONY SUB
Year built: 1955
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Canal front home on over half an acre, ideally on a quiet street just 1.5 blocks from Siesta Key Village and a short distance to Crescent Beach. The property is being sold as-is. The home did incur water damage due to recent hurricanes. Mold remediation has been performed. This desirable lot is .60 acres, an ideal place to build your dream home.
5112 JUNGLE PLUM ROAD
SARASOTA FL 34242
Residential / Single Family Residence
2 Bed · 2 Bath · 1 Half Bath · 3,074 SqFt · $618/SqFt
Days on Market: 187
Cumulative Days on Market: 553
County: Sarasota
Subdiv/Community Name: Hidden Harbor
Legal Subdivision Name: HIDDEN HARBOR
Year built: 1975
Garage: Yes 2 vehicles
Waterfront: Yes
Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush 0.61-acre lot in the coveted Hidden Harbor neighborhood, this jungle oasis offers an unparalleled living experience. The property boasts tropical landscaping, a tranquil koi pond, and a canal-front boat dock. A circular paver driveway leads to a two-car attached garage, while the backyard oasis features a screened patio, multiple paver seating areas, and two upper-level balconies with breathtaking long canal views. Built for ... Read more....»
4879 COMMONWEALTH DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 3 Bath · 2,450 SqFt · $773/SqFt
Days on Market: 38
County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 1957
Garage: No
Private Pool: Yes
Own a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly blends historical character with modern luxury. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, ... Read more....»
324 SIESTA DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 4 Bath · 2,510 SqFt · $755/SqFt
Days on Market: 18
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: SIESTA REV OF
Year built: 1950
Garage: Yes 1 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. Whether you're seeking a sophisticated primary residence or a high-performing Airbnb investment, this fully renovated 5-bedroom, 4-bathroom coastal contemporary pool home offers the best of both worlds! Ideally situated on an oversized corner lot on Siesta Key and located within city limits, this MOVE-IN READY gem qualifies for 7-day minimum rentals, making it a prime opportunity for full-time living, or a lucrative short-term vacation rental. Nestled behind a grand privacy wall, this unique masterpiece provides a true tropical retreat for you and your guests. From the moment you step inside, you'll be ... Read more....»
1201 BIG OAK LANE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 1,638 SqFt · $1,154/SqFt
Days on Market: 22
County: Sarasota
Subdiv/Community Name: Secluded Harbour
Legal Subdivision Name: SECLUDED HARBOUR 02
Year built: 1970
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Once in a lifetime opportunity for a turnkey destination vacation home OR a rare short-term rental with high income production capacity! This Siesta Key, canal front, 3-bed 2-bath, coastal style home is absolutely gorgeous from the minute you walk in the door, to the moment you are on the back patio grilling some steaks, all the way until you are enjoying an after-dinner drink by the heated in-ground pool! Completely renovated with modern touches, an unforgettable kitchen, spacious cathedral vaulted ceilings, as well as a brand new shingle roof to come this summer with built-in and paid for solar panels ... Read more....»
306 ISLAND CIRCLE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 3 Bath · 2,392 SqFt · $773/SqFt
Days on Market: 67
County: Sarasota
Subdiv/Community Name: Sarasota Beach
Legal Subdivision Name: SARASOTA BEACH
Year built: 1952
Garage: Yes 1 vehicles
Private Pool: Yes
Waterfront: Yes
Move right in to this freshly renovated waterfront home, located on Palm Island, the "Heart of Siesta Key". Four bedrooms, two with en-suite bathrooms, large open floor plan, stylish new kitchen, sparkling swimming pool with spa, a dock with boat lift, and low maintenance landscape. This home has it all! Move in now and start enjoying the beach and boating lifestyle one can only find on Siesta Key. Why buy a "fixer upper", this beautiful home has already undergone all renovations following recent storm damage. Palm Island is considered one of the best neighborhoods on Siesta Key, having a quiet ... Read more....»
3721 FLAMINGO AVENUE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 3 Bath · 2,628 SqFt · $685/SqFt
Days on Market: 175
County: Sarasota
Subdiv/Community Name: Bay Island
Legal Subdivision Name: BAY ISLAND
Year built: 1955
Garage: Yes 1 vehicles
Waterfront: Yes
Highly Motivated Sellers! Bring All Offers to rebuild your dream home in the exclusive community of Bay Island nestled on the Barrier Island of Siesta Key! Remodel, Rebuild or bring a development opportunity to desirable north Siesta Key. Bay Island is a true gem - this highly sought-after community of single-family neighborhoods on Siesta Key, offers unparalleled privacy and luxury. Great Investment - Reap 7 day Rental income as a BNB! Bay Island is minutes to Siesta Key Beach, proclaimed the Number One Beach in all of Florida, year after year. Situationally, the home is also minutes to Siesta Village, ... Read more....»
746 PLYMOUTH STREET
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 2 Bath · 2,185 SqFt · $824/SqFt
Days on Market: 4
County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 1990
Garage: Yes 2 vehicles
Private Pool: Yes
Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a lucrative vacation rental, or a full-time residence, this property checks all the boxes. The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are elevated, ensuring that all living spaces are conveniently located on a single level. This thoughtful design and high elevation provide easy access to the pool and give peace of mind – no flooding in the ... Read more....»
763 SIESTA DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
4 Bed · 3 Bath · 2,294 SqFt · $784/SqFt
Days on Market: 11
County: Sarasota
Subdiv/Community Name: Bay Island
Legal Subdivision Name: BAY ISLAND
Year built: 1938
Garage: Yes 2 vehicles
Unleash your imagination with this stunning property, perfect for short or long-term rentals, or simply for your personal enjoyment. Both the house and guesthouse were restored with meticulous care and exquisite taste following Hurricane Milton, ensuring that their original beauty and charm have been gracefully preserved. Step through secure gates into one of Bay Island’s original Florida bungalows, a beautifully restored haven set on a lush 1/4 acre private oasis. Featuring a captivating three-bedroom main house and an enchanting one-bedroom guest suite, this home exudes charm and elegance—every room boasts unique handcrafted finishes sourced from local and international artisans. Experience the perfect ... Read more....»
4108 ROBERTS POINT ROAD
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 2,511 SqFt · $715/SqFt
Days on Market: 71
County: Sarasota
Subdiv/Community Name: Roberts Point
Legal Subdivision Name: ROBERTS POINT 2
Year built: 2001
Garage: Yes 2 vehicles
Private Pool: Yes
Welcome to one of the most desirable streets on Siesta Key, Roberts Point Road. Just steps from Shell Beach and minutes from the north bridge, this home blends island charm with thoughtful updates, including a brand-new roof in 2024. Enter through a tranquil, private courtyard, ideal for quiet mornings or intimate entertaining before stepping into a stunning interior with soaring 22' ceilings and grand windows that flood the space with natural light. The open floor plan is anchored by a beautifully designed kitchen featuring a large central island, high-end fixtures, and ample space for gathering. The main living area flows ... Read more....»
3446 ANGLIN DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 2,264 SqFt · $793/SqFt
Days on Market: 54
County: Sarasota
Subdiv/Community Name: Bay Island Park
Legal Subdivision Name: BAY ISLAND PARK
Year built: 1981
Garage: Yes 2 vehicles
Private Pool: Yes
Attention 2nd homeowner / investors! This Bay Isle pool home is a true rarity on Siesta Key—one of the very few properties legally zoned for minimum seven-day rentals, unlike most of the island which requires a 30-day minimum. This makes it an incredibly valuable vacation / investment opportunity with high-income potential in one of America’s most sought-after vacation destinations. Average daily rentals since 2022 has been $613.00. OFFERED TURNKEY FURNISHED! Whether you’re seeking a personal retreat, vacation getaway, or a guest rental, this home delivers on all fronts. Just a short golf cart ride away from Siesta Key Village ... Read more....»
540 BEACH ROAD UNIT 510
SARASOTA FL 34242
Residential / Condominium
2 Bed · 3 Bath · 1 Half Bath · 1,862 SqFt · $964/SqFt
Days on Market: 58
County: Sarasota
Subdiv/Community Name: Tiffany Sands
Legal Subdivision Name: TIFFANY SANDS
Year built: 1981
Garage: Yes 1 vehicles
A beachfront home for the price of a condo. 540 Beach Road on Siesta Key is a three-story standalone Gulf front residence with private beach access and breathtaking views directly on famed Siesta Key Beach. Privacy and exclusivity await at Tiffany Sands, an enclave of only 9 units. With expansive Gulf views from the moment you open the front door, 540 Beach Road is a detached single-family condo overlooking the sandy shores of the #1 beach in America. This meticulously maintained 2 bedroom, 3 ½ bath home features a bonus cabana room and one-car attached garage. With pride of ownership and ... Read more....»
5164 WINDWARD AVENUE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 1,972 SqFt · $905/SqFt
Days on Market: 1
Cumulative Days on Market: 169
County: Sarasota
Subdiv/Community Name: Sara Sands
Legal Subdivision Name: SARA SANDS
Year built: 1974
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta Key offers the perfect balance of seclusion and accessibility. Situated on an oversized 0.40-acre corner lot with 260 feet of water frontage and coveted western exposure, the property provides direct access to the Intracoastal Waterway—ideal for boating enthusiasts and water lovers. Just one mile from Siesta Key Village and the beach, the location allows for effortless enjoyment of island life while offering a private retreat. Move-in ready and untouched by flood damage, the estate includes two separate structures: a 2,000-square-foot main residence ... Read more....»
7320 MELALEUCA WAY
SIESTA KEY FL 34242
Residential / Single Family Residence
4 Bed · 4 Bath · 2,970 SqFt · $589/SqFt
Days on Market: 53
County: Sarasota
Subdiv/Community Name: Sanderling Club
Legal Subdivision Name: SANDERLING CLUB
Year built: 1960
Garage: Yes 3 vehicles
Waterfront: Yes
Seller will pay the Buyer’s Sanderling Club Initiation Fee of $39,000. 1 x fee due at closing, plus include a one year Achosa Home Warranty valued at $850. for an accepted contract dated on or before August 31st, 2025. Welcome to the Sanderling Club, one of Siesta Key’s exclusive and sought-after neighborhoods, offering luxury living in the heart of paradise. As the island’s only gated single-family home community with 24-hour staffed security, Sanderling Club is renowned for its breathtaking beachfront properties, lush landscapes and outstanding amenities. This unique property offers two separate residences, with new roofs and exterior paint, and ... Read more....»
436 CANAL ROAD UNIT A
SARASOTA FL 34242
Residential / Condominium
3 Bed · 3 Bath · 1 Half Bath · 2,756 SqFt · $635/SqFt
Days on Market: 84
County: Sarasota
Subdiv/Community Name: Siesta Villa
Legal Subdivision Name: SIESTA VILLAS 1
Year built: 2002
Garage: Yes 2 vehicles
Community Pool: Yes
Investor-ready Siesta Key retreat just steps from the beach! Welcome to 436 Canal Road, a rare 4-story coastal home perfectly positioned only 0.03 miles to world-famous Siesta Key Beach and a quick stroll to Siesta Key Village’s restaurants and shops. This spacious property features 4 bedrooms (top floor bedroom has 2 beds + a breakfast bar, no closet), 3.5 baths, and a rooftop deck with sweeping Gulf views, comfortably sleeping up to 12 guests — ideal for short-term rental income. Zoned for weekly rentals, this home has an estimated gross rental income potential of ~$200,000 annually. Enjoy modern construction with a functional washout-level ... Read more....»
4931 OXFORD DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 3 Bath · 3,357 SqFt · $520/SqFt
Days on Market: 221
County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 2003
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Fully Furnished Siesta Key Dream Home on the Grand Canal - Just Minutes from the Beach! One of the lowest priced in the area. Welcome to your dream coastal retreat on Siesta Key’s sought-after Grand Canal. This beautifully appointed 3-bedroom, 3-bathroom home offers the perfect blend of relaxed island living and modern luxury, fully turnkey furnished for immediate enjoyment. The top-level primary suite serves as your private oasis, complete with a balcony and views overlooking the main living area. On the second level, you'll find an open-concept living room, kitchen, and dining area, light-filled and perfect for entertaining. Sliding doors open to ... Read more....»
1038 CONTENTO STREET
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 2 Bath · 2,217 SqFt · $778/SqFt
Days on Market: 78
County: Sarasota
Subdiv/Community Name: Siesta Isles
Legal Subdivision Name: SIESTA ISLES
Year built: 1972
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Siesta Key Canal Front Home with 175’ of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the Village or the world-famous Siesta Key Beach rated #1 in USA. This beautifully well-kept 3 bedroom, 2 bath Rutenberg built home is located on a quiet cul-de-sac that is a perennial favorite with lush tropical landscaping and great privacy. The home sits high up on almost a 1/3 of an acre. This home was not affected by hurricane damage. Enter thru the charming Spanish style courtyard ... Read more....»
5033 OXFORD DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
3 Bed · 3 Bath · 2,496 SqFt · $681/SqFt
Days on Market: 75
County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 1960
Garage: No
Waterfront: Yes
TWO BUILDABLE LOTS! Incredible opportunity to build your dream home—or two—on Siesta Key’s iconic Grand Canal. This exceptional waterfront property is located on picturesque Oxford Street, a charming canopy road with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Features include an updated seawall cap, a rare covered boat slip and lush, tropical vegetation. A storm-damaged home remains on-site; boundary survey, topographical survey, and a demolition estimate are available. Ideally situated just minutes from the powdery white sands of world-renowned Siesta Key Beach and the energetic Siesta Key Village, where you can stroll ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
