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Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable

3 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable

5362 Shadow Lawn Drive, Sarasota

$2,225,000

Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.

3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.

819 Paradise Way, Sarasota

$1,750,000

New low price and potential seller financing! Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining. On a quiet cul-de-sac in the desirable Siesta Isles neighborhood, the property enjoys approximately 99 feet of canal frontage with deep boating water and convenient access to Sarasota Bay and the Gulf of Mexico via a single bridge. The dock, rebuilt in 2024, is ready for boating, paddleboarding, kayaking, fishing and enjoying Sarasota’s exceptional waterways. Recently completed renovations have transformed the home into a fresh, move-in-ready coastal residence. Bright and welcoming interiors feature new finishes and thoughtfully selected materials. The open living spaces are designed to capture the beauty of the waterfront setting, creating a natural flow for relaxed living and entertaining. The newly redesigned kitchen features classic shaker-style cabinetry, quartz countertops and new appliances, creating a functional and stylish centerpiece for the home. Impact-rated windows and doors, a newer roof (2024), and a freshly painted exterior provide beauty and peace of mind. The spacious primary suite enjoys tranquil canal views through French doors and includes a private sitting room, creating a comfortable retreat in the home. The large primary bath provides generous space and is designed for relaxation and convenience. Outdoor living is equally inviting. The expansive pool terrace with oversized pool and spa overlooks the canal, offering a private setting for relaxing or gathering with friends and family. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. Ideally near Siesta Key’s renowned quartz-sand beaches, the boutiques and dining of Siesta Village, and cultural amenities of downtown Sarasota, including the Ringling Museum and Marie Selby Botanical Gardens, this location combines island tranquility with convenient access to the area’s best attractions. Offering the rare combination of a beautifully renovated waterfront home, deep boating water, and a peaceful Siesta Key setting, this exceptional property captures the essence of Sarasota’s island lifestyle. Possible seller financing for qualified buyers.

3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

New low price and potential seller financing! Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining. On a quiet cul-de-sac in the desirable Siesta Isles neighborhood, the property enjoys approximately 99 feet of canal frontage with deep boating water and convenient access to Sarasota Bay and the Gulf of Mexico via a single bridge. The dock, rebuilt in 2024, is ready for boating, paddleboarding, kayaking, fishing and enjoying Sarasota’s exceptional waterways. Recently completed renovations have transformed the home into a fresh, move-in-ready coastal residence. Bright and welcoming interiors feature new finishes and thoughtfully selected materials. The open living spaces are designed to capture the beauty of the waterfront setting, creating a natural flow for relaxed living and entertaining. The newly redesigned kitchen features classic shaker-style cabinetry, quartz countertops and new appliances, creating a functional and stylish centerpiece for the home. Impact-rated windows and doors, a newer roof (2024), and a freshly painted exterior provide beauty and peace of mind. The spacious primary suite enjoys tranquil canal views through French doors and includes a private sitting room, creating a comfortable retreat in the home. The large primary bath provides generous space and is designed for relaxation and convenience. Outdoor living is equally inviting. The expansive pool terrace with oversized pool and spa overlooks the canal, offering a private setting for relaxing or gathering with friends and family. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. Ideally near Siesta Key’s renowned quartz-sand beaches, the boutiques and dining of Siesta Village, and cultural amenities of downtown Sarasota, including the Ringling Museum and Marie Selby Botanical Gardens, this location combines island tranquility with convenient access to the area’s best attractions. Offering the rare combination of a beautifully renovated waterfront home, deep boating water, and a peaceful Siesta Key setting, this exceptional property captures the essence of Sarasota’s island lifestyle. Possible seller financing for qualified buyers.

951 Contento St., Siesta Key

$1,650,000

Big price reduction, owner will entertain all serious offers!! Build your dream home on this stunning deep Waterfront cleared 15000 sqft lot on Siesta Keys Grand Canal. 10,000 lbs boat lift already in place and room for a second boat or water toys. Located on a quiet cul-de-sac, 154 feet of water frontage with wide views and direct access to the bay and Gulf of Mexico, just two-and-a-half blocks to the powdery white sands of Siesta Key Beach, walking distance to Siesta Village's quaint shops and restaurants and approximately 15 minutes to downtown Sarasota many restaurants, shopping, cultural events and entertainment Well on premises for irrigation.

Siesta Isles SubDv. ⋅ 34242 Zip Code

Big price reduction, owner will entertain all serious offers!! Build your dream home on this stunning deep Waterfront cleared 15000 sqft lot on Siesta Keys Grand Canal. 10,000 lbs boat lift already in place and room for a second boat or water toys. Located on a quiet cul-de-sac, 154 feet of water frontage with wide views and direct access to the bay and Gulf of Mexico, just two-and-a-half blocks to the powdery white sands of Siesta Key Beach, walking distance to Siesta Village's quaint shops and restaurants and approximately 15 minutes to downtown Sarasota many restaurants, shopping, cultural events and entertainment Well on premises for irrigation.

5353 Cape Leyte Drive, Sarasota

$1,650,000

Set along the Grand Canal in Siesta Isles, this inviting waterfront pool home offers an effortless blend of space, comfort and classic island living. Thoughtfully designed on a single level, the approximately 2,477-square-foot residence features a desirable three-way split floor plan with three private bedroom suites, three baths, a dedicated office or den, utility room and a two-car garage. Handsome double-entry doors open to a light-filled interior with high-volume ceilings and an easy, open flow, ideal for everyday living and entertaining. The great room connects seamlessly to the kitchen and breakfast area, all of which are positioned to capture long, tranquil canal views. A separate dining room with built-in cabinetry adds flexibility for hosting, while the kitchen is well-appointed with wood cabinetry, stone countertops, stainless steel appliances and a breakfast bar. French doors extend the living space outdoors to a large, screened paver lanai with covered seating, a pool and expansive water views, creating an indoor-outdoor lifestyle. A newer seawall, private dock with a kayak lift and a separate boat lift provide quick access to Sarasota Bay, the Intracoastal Waterway and the Gulf of Mexico, with open water within approximately 15 minutes. Ideally just minutes from Siesta Key’s world-famous quartz sand beaches, the shops and restaurants of Siesta Village, and cultural offerings of downtown Sarasota, this home delivers the best of waterfront living in one of the island’s sought-after neighborhoods. Whether as a full-time residence or a coastal retreat, this Siesta Isles property offers the lifestyle, location and boating access that define life on the water.

3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Set along the Grand Canal in Siesta Isles, this inviting waterfront pool home offers an effortless blend of space, comfort and classic island living. Thoughtfully designed on a single level, the approximately 2,477-square-foot residence features a desirable three-way split floor plan with three private bedroom suites, three baths, a dedicated office or den, utility room and a two-car garage. Handsome double-entry doors open to a light-filled interior with high-volume ceilings and an easy, open flow, ideal for everyday living and entertaining. The great room connects seamlessly to the kitchen and breakfast area, all of which are positioned to capture long, tranquil canal views. A separate dining room with built-in cabinetry adds flexibility for hosting, while the kitchen is well-appointed with wood cabinetry, stone countertops, stainless steel appliances and a breakfast bar. French doors extend the living space outdoors to a large, screened paver lanai with covered seating, a pool and expansive water views, creating an indoor-outdoor lifestyle. A newer seawall, private dock with a kayak lift and a separate boat lift provide quick access to Sarasota Bay, the Intracoastal Waterway and the Gulf of Mexico, with open water within approximately 15 minutes. Ideally just minutes from Siesta Key’s world-famous quartz sand beaches, the shops and restaurants of Siesta Village, and cultural offerings of downtown Sarasota, this home delivers the best of waterfront living in one of the island’s sought-after neighborhoods. Whether as a full-time residence or a coastal retreat, this Siesta Isles property offers the lifestyle, location and boating access that define life on the water.

5348 Shadow Lawn Drive, Sarasota

$1,600,000

This property checks all the boxes for a fabulous Siesta Key residence: Close to the beach, boat lift in the back, newly raised seawall, and a quiet cul-de-sac. This exceptional waterfront homesite sits in the heart of Siesta Key, one of Florida’s most sought-after coastal destinations. It offers a rare opportunity to build your custom dream home in a serene, prestigious setting where world-class beach access, effortless boating, and exceptional privacy come together perfectly. Nestled on a quiet, no-through-traffic cul-de-sac in the exclusive Siesta Isles enclave, the property enjoys a coveted island-within-an-island feel that delivers tranquility while remaining conveniently located. Just a 5-minute walk or drive away lies world-famous Siesta Key Beach with its renowned powdery quartz sand. Boating enthusiasts will love the direct deep-water access, complete with a private dock and a recently updated (2022) 10,000-pound boat lift. From here, you can cruise easily into the Intracoastal Waterway and the Gulf of Mexico, passing only one bridge at Midnight Pass. The lot features a substantially raised seawall recently elevated an additional 24 inches to an approximate elevation of 5-feet, which is significantly higher than most nearby seawalls. This provides enhanced protection and peace of mind for the new owner. Additional waterfront amenities include concrete steps, a spacious deck, and a convenient water access ladder. A capped freshwater irrigation well is also in place for easy landscaping maintenance. This build-ready property comes with submitted architectural plans for a stunning nearly 4,000 square foot 4-bedroom, 4-bath custom home featuring an impressive master suite, private elevator, and pool. Buyers can choose to use these existing plans and continue working with the current architect, or create something entirely their own. The generous lot offers approximately over 15,000 square feet (per architectural calculations), providing ample space for your vision. You’ll also enjoy convenient proximity to world-class shopping, dining, and cultural attractions in nearby Sarasota.This is a rare blend of luxury, lifestyle, and long-term value. Build your dream coastal retreat where every day feels like a vacation — in one of the most desirable waterfront locations on Siesta Key.

Siesta Isles SubDv. ⋅ 34242 Zip Code

This property checks all the boxes for a fabulous Siesta Key residence: Close to the beach, boat lift in the back, newly raised seawall, and a quiet cul-de-sac. This exceptional waterfront homesite sits in the heart of Siesta Key, one of Florida’s most sought-after coastal destinations. It offers a rare opportunity to build your custom dream home in a serene, prestigious setting where world-class beach access, effortless boating, and exceptional privacy come together perfectly. Nestled on a quiet, no-through-traffic cul-de-sac in the exclusive Siesta Isles enclave, the property enjoys a coveted island-within-an-island feel that delivers tranquility while remaining conveniently located. Just a 5-minute walk or drive away lies world-famous Siesta Key Beach with its renowned powdery quartz sand. Boating enthusiasts will love the direct deep-water access, complete with a private dock and a recently updated (2022) 10,000-pound boat lift. From here, you can cruise easily into the Intracoastal Waterway and the Gulf of Mexico, passing only one bridge at Midnight Pass. The lot features a substantially raised seawall recently elevated an additional 24 inches to an approximate elevation of 5-feet, which is significantly higher than most nearby seawalls. This provides enhanced protection and peace of mind for the new owner. Additional waterfront amenities include concrete steps, a spacious deck, and a convenient water access ladder. A capped freshwater irrigation well is also in place for easy landscaping maintenance. This build-ready property comes with submitted architectural plans for a stunning nearly 4,000 square foot 4-bedroom, 4-bath custom home featuring an impressive master suite, private elevator, and pool. Buyers can choose to use these existing plans and continue working with the current architect, or create something entirely their own. The generous lot offers approximately over 15,000 square feet (per architectural calculations), providing ample space for your vision. You’ll also enjoy convenient proximity to world-class shopping, dining, and cultural attractions in nearby Sarasota.This is a rare blend of luxury, lifestyle, and long-term value. Build your dream coastal retreat where every day feels like a vacation — in one of the most desirable waterfront locations on Siesta Key.

5448 Azure Way, Sarasota

$1,575,000

Discover an exceptional waterfront homesite in the quiet, highly sought-after Siesta Isles community. Tucked away on a peaceful cul-de-sac with no through traffic, this cleared property offers a tranquil setting just five minutes from world-renowned Siesta Key Beach. Boating enthusiasts will appreciate direct water access, featuring a brand-new private dock and 16,000-pound boat lift, with easy navigation to the Intracoastal Waterway and the Gulf of Mexico via a single bridge at Midnight Pass. A newly constructed 122-foot seawall (2026) adds both value and peace of mind. Spanning 14,741 square feet, this build-ready homesite has been recently cleared and is ideally positioned at a canal intersection, providing expansive open water views from the rear of the property. This is a rare opportunity to design and build a custom coastal retreat in a serene and prestigious setting. Custom home plans are available for this build-to-suit property to expedite making your dream home a reality. Ideally located near Sarasota’s renowned shopping, dining, and cultural attractions, this offering embodies the perfect blend of luxury, lifestyle, and long-term value. Build your dream home where beach, boating, and privacy come together.

Siesta Isles SubDv. ⋅ 34242 Zip Code

Discover an exceptional waterfront homesite in the quiet, highly sought-after Siesta Isles community. Tucked away on a peaceful cul-de-sac with no through traffic, this cleared property offers a tranquil setting just five minutes from world-renowned Siesta Key Beach. Boating enthusiasts will appreciate direct water access, featuring a brand-new private dock and 16,000-pound boat lift, with easy navigation to the Intracoastal Waterway and the Gulf of Mexico via a single bridge at Midnight Pass. A newly constructed 122-foot seawall (2026) adds both value and peace of mind. Spanning 14,741 square feet, this build-ready homesite has been recently cleared and is ideally positioned at a canal intersection, providing expansive open water views from the rear of the property. This is a rare opportunity to design and build a custom coastal retreat in a serene and prestigious setting. Custom home plans are available for this build-to-suit property to expedite making your dream home a reality. Ideally located near Sarasota’s renowned shopping, dining, and cultural attractions, this offering embodies the perfect blend of luxury, lifestyle, and long-term value. Build your dream home where beach, boating, and privacy come together.

822 Paradise Way, Sarasota

$1,500,000

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 with its new landscaping, double front doors and wide foyer. Boasting a flowing floor plan with tile floors and crown molding, the living room & dining room open to the custom gourmet kitchen, featuring handsome wood cabinets, granite counters, & tumbled stone backsplash, perfect for entertaining while overlooking the Grand Canal from any window. The master bedroom ensuite with private sitting area is nice to enjoy. A new lanai cage installed July 2025. The lanai area faces southeast . There is a paver sundeck & outdoor dining area along with a covered lanai with rectangular pool, boat lift, dock, and cement seawall. Relax while you enjoy the serene water views and fabulous Florida wildlife, manatee, native birds and many types of fish. You may also enjoy fishing or kayaking from your backyard! Tropical mature foliage in park-like yard. Minutes to the open bay by boat and near Siesta Key Village where you can enjoy shops and restaurants. This truly is Paradise! Isn't this the lifestyle you've been planning? Selling Turn Key! Great Rental Income!

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

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 with its new landscaping, double front doors and wide foyer. Boasting a flowing floor plan with tile floors and crown molding, the living room & dining room open to the custom gourmet kitchen, featuring handsome wood cabinets, granite counters, & tumbled stone backsplash, perfect for entertaining while overlooking the Grand Canal from any window. The master bedroom ensuite with private sitting area is nice to enjoy. A new lanai cage installed July 2025. The lanai area faces southeast . There is a paver sundeck & outdoor dining area along with a covered lanai with rectangular pool, boat lift, dock, and cement seawall. Relax while you enjoy the serene water views and fabulous Florida wildlife, manatee, native birds and many types of fish. You may also enjoy fishing or kayaking from your backyard! Tropical mature foliage in park-like yard. Minutes to the open bay by boat and near Siesta Key Village where you can enjoy shops and restaurants. This truly is Paradise! Isn't this the lifestyle you've been planning? Selling Turn Key! Great Rental Income!

1038 Contento Street, Sarasota

$1,400,000

JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

5215 Cape Leyte Drive, Sarasota

$1,350,000

One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.

4 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.

5560 Shadow Lawn Drive, Sarasota

$1,100,000

NEW SOD AND LANDSCAPING JUST INSTALLED, and a brand-new irrigation system was installed as well to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout, including PGT hurricane-impact windows, multiple triple-panel sliding impact glass doors, and a 2019 tile roof. Step inside through beautifully etched, Florida-themed French doors into an open-concept floor plan filled with natural light streaming from the screened lanai. The spacious living and dining areas seamlessly connect to a chef-inspired kitchen, complete with an induction range, griddle, and premium finishes—perfect for entertaining. The home features wood-grain luxury vinyl flooring throughout and tastefully updated bathrooms. The private primary suite is situated on one side of the home and includes an attached office, offering a quiet retreat. Just beyond, you’ll find a generously sized laundry room with a brand-new stackable washer and dryer. The opposite side of the home hosts additional bedrooms and a guest bathroom, providing comfort and privacy for family or visitors. Outdoors, enjoy your own private oasis with a saltwater pool and a brand-new, state-of-the-art pump system. Located in the highly desirable Siesta Isles community, this property is ideally positioned for strong rental potential, offering opportunities for annual, monthly, or seasonal income. Enjoy the convenience of being just a 10-minute walk or 5-minute bike ride to Siesta Key Beach—without the need to access main roads. Move-in ready and perfectly situated, this exceptional home offers the ultimate in coastal living. Schedule your private showing today.

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

NEW SOD AND LANDSCAPING JUST INSTALLED, and a brand-new irrigation system was installed as well to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout, including PGT hurricane-impact windows, multiple triple-panel sliding impact glass doors, and a 2019 tile roof. Step inside through beautifully etched, Florida-themed French doors into an open-concept floor plan filled with natural light streaming from the screened lanai. The spacious living and dining areas seamlessly connect to a chef-inspired kitchen, complete with an induction range, griddle, and premium finishes—perfect for entertaining. The home features wood-grain luxury vinyl flooring throughout and tastefully updated bathrooms. The private primary suite is situated on one side of the home and includes an attached office, offering a quiet retreat. Just beyond, you’ll find a generously sized laundry room with a brand-new stackable washer and dryer. The opposite side of the home hosts additional bedrooms and a guest bathroom, providing comfort and privacy for family or visitors. Outdoors, enjoy your own private oasis with a saltwater pool and a brand-new, state-of-the-art pump system. Located in the highly desirable Siesta Isles community, this property is ideally positioned for strong rental potential, offering opportunities for annual, monthly, or seasonal income. Enjoy the convenience of being just a 10-minute walk or 5-minute bike ride to Siesta Key Beach—without the need to access main roads. Move-in ready and perfectly situated, this exceptional home offers the ultimate in coastal living. Schedule your private showing today.

5569 Shadow Lawn Drive, Sarasota

$1,081,500

Build your Dream Home or renovate the existing home on this Siesta Isles Canal Front lot just a short walk to the cool powdery quartz sands of Siesta Key. This 14,200 square foot lot boasts approximately 80 feet on a deep canal with a boat dock. New homes and extensive renovations are occurring in this highly sought after neighborhood with its excellent boating water and close proximity to the beach. The current home on the property consists of a 3-bedrooms, 4 bathrooms and 2,337 square feet of living area. The current home experienced some water intrusion during Hurricane Helene (but not Milton).

3 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Build your Dream Home or renovate the existing home on this Siesta Isles Canal Front lot just a short walk to the cool powdery quartz sands of Siesta Key. This 14,200 square foot lot boasts approximately 80 feet on a deep canal with a boat dock. New homes and extensive renovations are occurring in this highly sought after neighborhood with its excellent boating water and close proximity to the beach. The current home on the property consists of a 3-bedrooms, 4 bathrooms and 2,337 square feet of living area. The current home experienced some water intrusion during Hurricane Helene (but not Milton).

5502 Shadow Lawn Drive, Sarasota

$1,050,000

New price! Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort, and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows, and abundant natural light, with French doors opening seamlessly to the private outdoor entertaining space. Porcelain flooring flows throughout the home, complemented by solid wood cabinetry, quartz countertops, and a thoughtfully designed kitchen featuring KitchenAid appliances, an electric range with exhaust hood, and clean, timeless finishes. The interior is further enhanced by solid wood interior doors, custom lighting, and new Minka ceiling fans, creating a polished yet inviting atmosphere. Significant recent upgrades add substantial value and confidence for today’s buyers, including hurricane-impact windows, a new impact front door and rear French doors (2024), a new HVAC system (2024), a shingle roof (2021), and a hurricane-rated garage door. The primary suite features a custom closet system and a separate owner’s closet, ideal for part-time use or rental flexibility. Outdoors, enjoy a resort-style heated saltwater pool and spa, enhanced by a new pool heater (2025) and pool filter (2024), surrounded by mature tropical vegetation that provides exceptional privacy. Manicured front landscaping with lush plantings, an irrigation system, a paver driveway, and a Trex front walkway complete the home’s inviting curb appeal. Additional features include epoxy-finished garage floors and a Ring doorbell with exterior security cameras. Adjacent to Glebe Park and close to Siesta Key Village, this residence offers easy access to dining, shopping, entertainment, and the beach. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Equally suited as a full-time residence, seasonal retreat or potential income-producing investment, this home delivers refined island living in one of Siesta Key’s desirable neighborhoods.

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

New price! Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort, and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows, and abundant natural light, with French doors opening seamlessly to the private outdoor entertaining space. Porcelain flooring flows throughout the home, complemented by solid wood cabinetry, quartz countertops, and a thoughtfully designed kitchen featuring KitchenAid appliances, an electric range with exhaust hood, and clean, timeless finishes. The interior is further enhanced by solid wood interior doors, custom lighting, and new Minka ceiling fans, creating a polished yet inviting atmosphere. Significant recent upgrades add substantial value and confidence for today’s buyers, including hurricane-impact windows, a new impact front door and rear French doors (2024), a new HVAC system (2024), a shingle roof (2021), and a hurricane-rated garage door. The primary suite features a custom closet system and a separate owner’s closet, ideal for part-time use or rental flexibility. Outdoors, enjoy a resort-style heated saltwater pool and spa, enhanced by a new pool heater (2025) and pool filter (2024), surrounded by mature tropical vegetation that provides exceptional privacy. Manicured front landscaping with lush plantings, an irrigation system, a paver driveway, and a Trex front walkway complete the home’s inviting curb appeal. Additional features include epoxy-finished garage floors and a Ring doorbell with exterior security cameras. Adjacent to Glebe Park and close to Siesta Key Village, this residence offers easy access to dining, shopping, entertainment, and the beach. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Equally suited as a full-time residence, seasonal retreat or potential income-producing investment, this home delivers refined island living in one of Siesta Key’s desirable neighborhoods.

1002 Glebe Lane, Sarasota

$1,010,000

Newly adjusted price - an exceptional opportunity to own a charming beach retreat on Siesta Key minutes from world-famous Siesta Beach—consistently ranked among the best beaches in the U.S. With powdery white sands, crystal-clear turquoise waters, and unforgettable Gulf sunsets close by, this home captures the essence of relaxed island living. Located in the desirable, deed-restricted community of Siesta Isles, this three-bedroom, two-bath residence is set on a lushly landscaped, nearly 15,000-square-foot lot adorned with more than 40 mature palm trees, bromeliads, and a rare, show-stopping staghorn fern. The expansive property offers exceptional outdoor privacy, ample room for entertaining or recreation, and space to add a pool. Inside, the open-concept floor plan features generously sized rooms filled with natural light. A wraparound wall of windows in the living and breakfast areas frames serene views of the tropical backyard, creating a seamless indoor-outdoor connection. The renovated kitchen is thoughtfully designed with white quartz countertops, glass tile backsplash, and newer appliances, while a separate dining room provides comfortable space for gatherings. The primary suite includes an en-suite bath and a tranquil retreat feel. Two additional bedrooms offer flexibility, including a third bedroom with contemporary barn doors—ideal for a home office, den, or guest space. With a base flood elevation of 8'8" the home remained high and dry with no water intrusion during the storms; the elevation certificate and inspection certification are available. Additional highlights include a private, low-maintenance, six-foot fenced backyard, an oversized circular paver driveway with generous parking, and a two-car garage for storage and convenience. The home may be purchased turnkey furnished (with a few exclusions), making it well-suited as a beach getaway, seasonal residence, or income-producing property. Recent improvements totaling over $100,000 add peace of mind and value, including a metal roof (2022), HVAC system (2023), paver driveway (2022), six-foot PVC fencing (2020), and re-piped sewer and water lines. Just one mile from Siesta Village’s boutiques, dining, and live music—and a short drive to downtown Sarasota’s cultural attractions, farmers markets, and waterfront destinations—this property also offers long-term potential as a future residential building site due to its prime island location. With a voluntary HOA of only $200 annually and a newly improved price, this is a compelling opportunity to secure your place on Siesta Key. Schedule your private showing today and experience the island lifestyle you’ve been waiting for.

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Newly adjusted price - an exceptional opportunity to own a charming beach retreat on Siesta Key minutes from world-famous Siesta Beach—consistently ranked among the best beaches in the U.S. With powdery white sands, crystal-clear turquoise waters, and unforgettable Gulf sunsets close by, this home captures the essence of relaxed island living. Located in the desirable, deed-restricted community of Siesta Isles, this three-bedroom, two-bath residence is set on a lushly landscaped, nearly 15,000-square-foot lot adorned with more than 40 mature palm trees, bromeliads, and a rare, show-stopping staghorn fern. The expansive property offers exceptional outdoor privacy, ample room for entertaining or recreation, and space to add a pool. Inside, the open-concept floor plan features generously sized rooms filled with natural light. A wraparound wall of windows in the living and breakfast areas frames serene views of the tropical backyard, creating a seamless indoor-outdoor connection. The renovated kitchen is thoughtfully designed with white quartz countertops, glass tile backsplash, and newer appliances, while a separate dining room provides comfortable space for gatherings. The primary suite includes an en-suite bath and a tranquil retreat feel. Two additional bedrooms offer flexibility, including a third bedroom with contemporary barn doors—ideal for a home office, den, or guest space. With a base flood elevation of 8'8" the home remained high and dry with no water intrusion during the storms; the elevation certificate and inspection certification are available. Additional highlights include a private, low-maintenance, six-foot fenced backyard, an oversized circular paver driveway with generous parking, and a two-car garage for storage and convenience. The home may be purchased turnkey furnished (with a few exclusions), making it well-suited as a beach getaway, seasonal residence, or income-producing property. Recent improvements totaling over $100,000 add peace of mind and value, including a metal roof (2022), HVAC system (2023), paver driveway (2022), six-foot PVC fencing (2020), and re-piped sewer and water lines. Just one mile from Siesta Village’s boutiques, dining, and live music—and a short drive to downtown Sarasota’s cultural attractions, farmers markets, and waterfront destinations—this property also offers long-term potential as a future residential building site due to its prime island location. With a voluntary HOA of only $200 annually and a newly improved price, this is a compelling opportunity to secure your place on Siesta Key. Schedule your private showing today and experience the island lifestyle you’ve been waiting for.

5432 Cape Leyte Drive, Sarasota

$933,000

With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey Finished negotiable, you are ready to move in and get to relaxing on this spacious lot of over a quarter acre of high and dry land. You will find yourself in a 3-bedroom, 2- bathroom ranch style home with an extra bonus room for friends and family. It has an attached one car garage with a nice extension for storage of bikes and beach items. A key part of this home is that it has an oversized portico in front of the home making it easy to unpack the car out of the rain and in the shade on beautiful Florida sunny days. This home comes with its own caged and heated pool overlooking the extremely private backyard that backs up to a park preserve so you will never have anyone built behind you. This tropical backyard is basically maintenance free with no grass to mow a very peaceful filtered Koi Pond. The property’s tropical landscaping is full of lighting and is watered by a well-fed irrigation system which also automatically fills the pond. It’s as easy as that! Inside the beautiful home you will find an open floor plan with premium tile floors and kitchen offering granite countertops and upgraded soft closing cabinets and drawers. This property has had the water and drainage pipes fully re-piped with PVC, has new A/C ducting, and an upgraded electrical box with a 200-watt service amp. The best part about this property is it is a short bike ride to the famous Siesta Village and .8 miles from the Public Parking Lot to Siesta Key Beach! You can get to both places without ever stepping a foot on the main roads. Schedule a showing today to the one-of-a-kind listing that you could call HOME!

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey Finished negotiable, you are ready to move in and get to relaxing on this spacious lot of over a quarter acre of high and dry land. You will find yourself in a 3-bedroom, 2- bathroom ranch style home with an extra bonus room for friends and family. It has an attached one car garage with a nice extension for storage of bikes and beach items. A key part of this home is that it has an oversized portico in front of the home making it easy to unpack the car out of the rain and in the shade on beautiful Florida sunny days. This home comes with its own caged and heated pool overlooking the extremely private backyard that backs up to a park preserve so you will never have anyone built behind you. This tropical backyard is basically maintenance free with no grass to mow a very peaceful filtered Koi Pond. The property’s tropical landscaping is full of lighting and is watered by a well-fed irrigation system which also automatically fills the pond. It’s as easy as that! Inside the beautiful home you will find an open floor plan with premium tile floors and kitchen offering granite countertops and upgraded soft closing cabinets and drawers. This property has had the water and drainage pipes fully re-piped with PVC, has new A/C ducting, and an upgraded electrical box with a 200-watt service amp. The best part about this property is it is a short bike ride to the famous Siesta Village and .8 miles from the Public Parking Lot to Siesta Key Beach! You can get to both places without ever stepping a foot on the main roads. Schedule a showing today to the one-of-a-kind listing that you could call HOME!

5353 Shadow Lawn Drive, Sarasota

$700,000

Nestled on picturesque Shadow Lawn Drive, this 12,800-square-foot lot offers an exceptional canvas for your custom home. Framed by mature live oaks on the front left and back right corners, the property blends natural beauty with an enviable location. Enjoy the best of Siesta Key living—just an 8-minute stroll to the powdery sands of world-famous Siesta Beach and just over a mile to the dining and shopping of Siesta Village. Despite its proximity to these sought-after amenities, the property feels peaceful and secluded, tucked away on a quiet street removed from the island’s main thoroughfares. With nearly 100 feet of street frontage and a depth of 120 feet, the lot offers a generous and flexible building footprint. Whether you envision a sleek, modern coastal retreat or a charming, classic island cottage, this is a rare opportunity to create your ideal Siesta Key home in one of its most desirable neighborhoods.

Siesta Isles SubDv. ⋅ 34242 Zip Code

Nestled on picturesque Shadow Lawn Drive, this 12,800-square-foot lot offers an exceptional canvas for your custom home. Framed by mature live oaks on the front left and back right corners, the property blends natural beauty with an enviable location. Enjoy the best of Siesta Key living—just an 8-minute stroll to the powdery sands of world-famous Siesta Beach and just over a mile to the dining and shopping of Siesta Village. Despite its proximity to these sought-after amenities, the property feels peaceful and secluded, tucked away on a quiet street removed from the island’s main thoroughfares. With nearly 100 feet of street frontage and a depth of 120 feet, the lot offers a generous and flexible building footprint. Whether you envision a sleek, modern coastal retreat or a charming, classic island cottage, this is a rare opportunity to create your ideal Siesta Key home in one of its most desirable neighborhoods.

5587 Shadow Lawn Drive, Sarasota

$700,000

One or more photo(s) has been virtually staged. Siesta Key Beach Retreat – Now $829,000 Welcome to 5223 Shadow Lawn Dr, a 3-bedroom, 2-bath home in coveted Siesta Isles, just 1 mile from the sugar sands of Siesta Key Beach. Located on a quiet cul-de-sac with preserve views and mature palms, this 1,459 sq. ft. property blends lifestyle, privacy, and investment potential. Inside, you'll find a bright open layout, modern laminate flooring, neutral finishes, and a renovated kitchen with granite countertops, stainless steel appliances, and crisp light cabinetry. The living area opens to a spacious screened lanai with a fully restored pool (completed October 2025)—now crystal clear and ready to enjoy. The primary suite features an updated en-suite bath, while two additional bedrooms and a second bath provide flexibility for guests, family, or a home office. With no HOA, 30-day rentals permitted, and a prime location near Siesta Village and Downtown Sarasota, this property delivers both lifestyle and upside. Highlights: - 3 Beds | 2 Baths | 1,459 Sq. Ft. - Fully restored pool (Oct 2025) - Renovated kitchen with granite & stainless - Spacious screened lanai + private preserve backdrop - Quiet cul-de-sac location - No HOA | 30-day rentals allowed - 1 mile to Siesta Key Beach One of the best-priced homes in Siesta Isles.

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Siesta Key Beach Retreat – Now $829,000 Welcome to 5223 Shadow Lawn Dr, a 3-bedroom, 2-bath home in coveted Siesta Isles, just 1 mile from the sugar sands of Siesta Key Beach. Located on a quiet cul-de-sac with preserve views and mature palms, this 1,459 sq. ft. property blends lifestyle, privacy, and investment potential. Inside, you'll find a bright open layout, modern laminate flooring, neutral finishes, and a renovated kitchen with granite countertops, stainless steel appliances, and crisp light cabinetry. The living area opens to a spacious screened lanai with a fully restored pool (completed October 2025)—now crystal clear and ready to enjoy. The primary suite features an updated en-suite bath, while two additional bedrooms and a second bath provide flexibility for guests, family, or a home office. With no HOA, 30-day rentals permitted, and a prime location near Siesta Village and Downtown Sarasota, this property delivers both lifestyle and upside. Highlights: - 3 Beds | 2 Baths | 1,459 Sq. Ft. - Fully restored pool (Oct 2025) - Renovated kitchen with granite & stainless - Spacious screened lanai + private preserve backdrop - Quiet cul-de-sac location - No HOA | 30-day rentals allowed - 1 mile to Siesta Key Beach One of the best-priced homes in Siesta Isles.

5223 Shadow Lawn Drive, Sarasota

$640,000

Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning fireplace and large sliding glass doors which open to a large patio and a beautiful free form swimming pool. Kitchen is piped for gas stove. While the home needs work and has not been updated, the A/C is brand new. The home offers incredible potential to restore or reimagine. Step outside to your private swimming pool and enjoy the serenity of a 75 foot rear barrier that backs up to Glebe Park, ensuring both privacy and natural beauty. This property did not flood in the hurricanes. Location, character, and potential - this is your chance to create your dream retreat in one of Siesta Key's most sought-after neighborhoods.

2 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning fireplace and large sliding glass doors which open to a large patio and a beautiful free form swimming pool. Kitchen is piped for gas stove. While the home needs work and has not been updated, the A/C is brand new. The home offers incredible potential to restore or reimagine. Step outside to your private swimming pool and enjoy the serenity of a 75 foot rear barrier that backs up to Glebe Park, ensuring both privacy and natural beauty. This property did not flood in the hurricanes. Location, character, and potential - this is your chance to create your dream retreat in one of Siesta Key's most sought-after neighborhoods.

5369 Shadow Lawn Drive, Sarasota