Siesta Key Homes with Rain Gutters Exterior Features

Siesta Key Homes with Rain Gutters Exterior Features

Welcome to Siesta Key, Florida, a stunning barrier island nestled in Sarasota County, renowned for its pristine beaches and vibrant coastal lifestyle. With its powdery white sands and crystal-clear turquoise waters, Siesta Key is not just a destination; it’s a way of life. This picturesque community offers a unique blend of relaxation and adventure, making it the perfect place to call home.

Siesta Key is famous for its world-class beach, Siesta Beach, which has consistently ranked among the top beaches in the United States. Here, residents can enjoy sun-soaked days filled with swimming, beach volleyball, and leisurely strolls along the shore. Beyond the beach, the island boasts a charming village atmosphere with boutique shops, delightful restaurants, and lively nightlife, ensuring there’s always something to explore.

When it comes to homes in Siesta Key, many properties feature practical and stylish exterior elements, including rain gutters. These essential features not only enhance the visual appeal of your home but also provide critical protection against water damage. Properly installed rain gutters help direct rainwater away from your property, safeguarding your landscaping and foundation while contributing to the longevity of your investment.

Whether you’re seeking a cozy beach cottage or a luxurious waterfront estate, Siesta Key offers a diverse range of real estate options to suit your needs. Embrace the laid-back island lifestyle and discover the charm of Siesta Key—where your dream home awaits amidst sun-drenched shores and a welcoming community.

Newest Siesta Key Homes with Rain Gutters Exterior Features

182 Island Circle, Sarasota
$2,695,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Enjoy the best of Siesta Key living from this Key West-style waterfront home on sought-after Palm Island, ideally located just a short walk from the powder-white sands of Siesta Key Beach and the shops, restaurants and entertainment of Siesta Key Village. Set along a quiet canal, this 4-bedroom, 2.5-bath residence offers a wonderful opportunity to enjoy the island lifestyle today while adding your own personal touches over time. The home features a functional, comfortable layout with generous living spaces and abundant natural light. Significant recent improvements include a brand-new roof along with impact-resistant windows and sliding glass doors throughout. The property has also remained high and dry with no history of flood damage. Outdoors, a pool overlooks the canal, creating an inviting setting for relaxing and entertaining. Boaters will appreciate the private dock and 8,000-lb boat lift, making it easy to take advantage of Siesta Key’s surrounding waterways. An adjacent county-owned vacant parcel provides additional separation and a welcome sense of privacy. With its combination of waterfront access, boating amenities, pool, privacy and proximity to both Siesta Key Beach and the Village, 182 Island Circle presents a compelling opportunity to create your own island retreat in one of Siesta Key’s most desirable residential neighborhoods.

182 Island Circle, Sarasota
4644 Higel Avenue, Sarasota
$6,300,000
4 Beds ⋅ 6 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Expected to be completed in a few months, this new construction North Siesta Key residence blends innovative design, exceptional craftsmanship, and timeless coastal elegance. Designed and built by Pham Development, the home offers 3,482 square feet of living space and is nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, a waterfront backyard, and a private boat dock. Featuring 4 spacious bedrooms, 4 full and 2 half beautifully appointed bathrooms, and a 3-car garage, this residence is thoughtfully designed for both comfort and style. At the heart of the open-concept layout is a well-appointed kitchen featuring a stunning quartz island with waterfall edges, elegant pendant lighting, and sleek custom cabinetry. An exceptional appliance package includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave, making this space ideal for everyday living and entertaining. Light-filled living areas maximize the beautiful water views and provide a seamless connection to the outdoors. Step outside to a private oasis, where a resort-style pool and lush landscaping create a tranquil retreat framed by swaying palms and shimmering waters. An outdoor kitchen provides the perfect setting for alfresco dining and entertaining. A private boat dock with a 10,000-pound lift and seating area invites days on the water and relaxed evenings along the canal. Located in one of Sarasota’s most desirable neighborhoods, just a short distance from world-class beaches, fine dining, and entertainment, this extraordinary property offers an exceptional blend of privacy, convenience, and waterfront luxury.

4644 Higel Avenue, Sarasota
5600 Beach Way Drive Unit 207, Sarasota
$739,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
LOCATION, LOCATION, LOCATION! This beautifully updated 2 bed, 2 bath home, ideally located directly across from world-famous Siesta Key Beach. Offering views of the pool, lush landscaping, and a partial ocean view, this gorgeous turnkey furnished residence combines a relaxed coastal setting with an exceptional location. The thoughtfully updated interior features luxury vinyl plank flooring throughout and a stunning kitchen with custom cabinetry, quartz countertops, a subway and mosaic-style backsplash, and a center island with convenient breakfast seating. The defined dining and living areas provide a comfortable space for both everyday living and entertaining, with sliding glass doors extending the living space onto the balcony and bringing the outdoors in. The primary suite offers an ensuite bath, walk-in closet, and its own sliders leading to the balcony. The spacious guest bedroom includes a Murphy bed cabinet, providing flexibility for guests when needed, along with a second full bath. Benefiting from hurricane impact windows for peace of mind this tastefully decorated home is ready to enjoy from day one! Step outside and enjoy the peaceful surroundings from the private balcony or take advantage of the unbeatable location just across from Siesta Key Beach. Stroll to the Village for its lively music, dining, and shopping, or hop aboard the free beach trolley for an easy way to explore the island. With Sarasota's downtown arts, culture, dining, and entertainment just a short drive away, along with the boutiques, restaurants, and waterfront atmosphere of St. Armands Circle, this property offers the perfect balance of beach living and convenience. Whether you're looking for a vacation home, a place to escape and enjoy the Florida lifestyle, or an investment opportunity, this inviting Siesta Key residence offers a wonderful combination of location, updates, and relaxed coastal living.

5600 Beach Way Drive Unit 207, Sarasota
8302 Midnight Pass Road, Sarasota
$1,400,000
4 Beds ⋅ 2 Baths ⋅ Ocean View SubDv. ⋅ 34242 Zip Code
WELCOME TO THE SIDE OF SIESTA KEY YOU NEVER WANT TO LEAVE. Glistening Heron Lagoon stretches peacefully behind this beautifully restored and renovated income producing single family home, while just beyond, the Gulf of Mexico makes its presence known through salty breezes and the sound of waves in the distance. Surrounded by lush tropical greenery on a deep Siesta Key lot, this is an exceptional combination of island lifestyle, 5 Star vacation home with income potential and long term land value. Tax records reflect four bedrooms, with the fourth currently enjoyed as an office, plus two full baths. Single story, built to enhance the open, airy feeling inside, while the home's connection to the outdoors keeps the peaceful lagoon and tropical setting at the center of everyday life. Following the 2024 storms, the home was extensively renovated, fully permitted and improved creating a fresh and beautifully finished property. The new kitchen and baths, gleaming tile floors and light filled interiors are perfectly suited to relaxed island living. Your private pool and spa are surrounded by tropical greenery with the peaceful waters of Heron Lagoon beyond. Spend afternoons by the pool and enjoy spectacular sunset colors. The deep lot provides a wonderful sense of space and privacy, while the substantial brick paver driveway offers abundant parking for owners and guests, an increasingly valuable feature on Siesta Key and an important advantage for a successful vacation rental. For the investor or second home buyer, the opportunity becomes even more compelling. This highly sought after vacation rental generates approximately $114,000 in annual gross rental revenue despite being only self managed by an out of state owner. It offers an established income stream with the flexibility to enjoy the property yourself, creating the possibility of owning a Siesta Key getaway that can also work for you when you are away. Prior to the extensive restoration and improvements that followed, the property received an appraisal with an opinion of value of $1,300,000 as of September 2024. Since that time, substantial additional work and improvements were completed. What cannot be duplicated is the setting and the land. A deep single family homesite on Siesta Key overlooking Heron Lagoon, surrounded by tropical greenery with the Gulf just beyond offers tremendous possibilities. Continue its successful vacation rental use, make it your island getaway, enjoy it as a full time residence, or hold an increasingly scarce piece of Siesta Key real estate for the future. The property offers approximately 1,625 square feet of living area, four bedrooms per tax records, two full baths, a garage, private pool and spa, dock, covered outdoor living space, and extensive brick paver parking. Glistening lagoon views. Gulf breezes and the sound of the waves. Tropical privacy. Deep lot. Generous parking. Proven rental income. Extensive post storm restoration and renovation. Long term Siesta Key land value. This is more than a successful vacation rental. It is a beautiful single family home, an island escape, an income producing property and an opportunity to own a special piece of Siesta Key. Property documentation reflects a 2017 roof, 2020 plumbing re pipe, 2021 water heater and 200 amp electrical service. Flood insurance is 8,734.00 per year, Homeowners insurance is 7,788 per year and there is no HOA. Come for the opportunity. Stay because you may never want to leave.

8302 Midnight Pass Road, Sarasota
3441 Gulfmead Drive, Sarasota
$10,500,000
6 Beds ⋅ 7 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. This grand canal-front estate in one of North Siesta Key’s most exclusive neighborhoods is expected to be complete in a few months. Designed and built by Pham Development on a 17,842-square-foot (0.41-acre) lot, the traditional-style home will provide 4,769 square feet, 6 bedrooms, 6 full baths, and 1 powder bath. There are two separate guest suites above the two-car garages providing 4 garage spaces in total, with elevator access to each suite. Enjoy water views throughout the home, with the opportunity to create an office, a fitness room, or both. At the heart of the home, a gourmet chef’s kitchen will feature a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, a Cove dishwasher, and a Wolf range, coffee maker, and microwave. The adjoining living and dining areas will flow seamlessly outdoors to a Wolf-equipped outdoor kitchen, private pool and hot tub spa, spacious backyard, and lush new landscaping. The deep-water Grand Canal offers direct, bridge-free boating access to the Gulf and can accommodate vessels with drafts of up to 13 feet. A new dock and boat lift are planned, completing this waterfront setting for boating, entertaining, and time with family. Images contain virtual staging.

3441 Gulfmead Drive, Sarasota
8800 Midnight Pass Road, Sarasota
$3,690,000
4 Beds ⋅ 5 Baths ⋅ Tortoise Estates SubDv. ⋅ 34242 Zip Code
With gulf sunset views, and 3-minute walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach and a marina just one minute away. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.

8800 Midnight Pass Road, Sarasota
548 Beach Road Unit A, Sarasota
$1,599,000
3 Beds ⋅ 4 Baths ⋅ Tiffany Sands SubDv. ⋅ 34242 Zip Code
Exceptional opportunity to own a slice of heaven on Siesta Key Beach. The sparkling turquoise water and quartz sand beach await you. This sought after renovated townhouse has lovely Gulf Views and fabulous deeded Beach front access for everyday enjoyment. TURNKEY furnished & spacious with 3-bedrooms and 3.5 baths. Open floor plans to capture great light and an airy feeling created by coastal living. Enjoy the magnificent decks off the Primary Suite and Living Room to capture beautiful sunsets and Gulf breezes. Also, it is a great place just to relax on a lounge chair in the Florida Sunshine. The Gourmet Kitchen has a lovely wood painted cabinetry, granite counters cook-top island, Breakfast Bar with counter seating and all Stainless Appliances. The main level offers a bonus room that is very versatile with a full bath & separate entrance. Perfect for guests, home office or media room. The Primary Suite has Views of the Gulf from Sliders that opens to a great deck. The Master Bath has dual marble vanities and a large frameless glass shower & separate water closet. The other two bedrooms share a Full Bath. Laminate flooring and Plantation Shutters throughout. So close to Siesta Key Villate for boutique shopping, fabulous restaurants & island entertainment. Ready for the next buyer to own this spectacular beach retreat. Motivated Seller.

548 Beach Road Unit A, Sarasota
838 Norsota Way, Sarasota
$4,190,000
5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. To be complete in a few months. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815-square-foot homesite, this 3,001-square-foot residence features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, an office, the opportunity for a private fitness studio, and 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light. At the heart of the home lies a gourmet chef’s kitchen with a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. The adjoining living and dining areas flow seamlessly outdoors. Step into a private tropical retreat featuring an elevated pool deck with a resort-style pool and champagne spa, a spacious outdoor patio, and a covered outdoor kitchen. Surrounded by lush landscaping and swaying palms, the patio offers ample room for outdoor dining, entertaining, and relaxing by the pool. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design. Images contain virtual staging.

838 Norsota Way, Sarasota
5188 Siesta Woods Drive, Sarasota
$1,650,000
4 Beds ⋅ 3 Baths ⋅ Siesta Woods SubDv. ⋅ 34242 Zip Code
Experience the best of Siesta Key living at 5188 Siesta Woods Drive, a spacious four-bedroom home offering exceptional privacy, expansive indoor and outdoor living and a resort-style pool setting just one mile from Siesta Key Beach. Surrounded by extensive tropical landscaping and enclosed by a privacy wall and gated entrance, the property feels wonderfully secluded while remaining close to everything that makes island living so desirable. Additional pool privacy screens and thoughtfully designed landscaping further enhance the sense of seclusion. The elevated main living level is bright and open, with vaulted ceilings, tile and hardwood floors and an easy flow between the living, dining and kitchen areas. The remodeled kitchen features granite countertops, custom wood cabinetry, stainless steel appliances, abundant workspace, breakfast bar seating and a Culligan reverse osmosis water system. Three new refrigerators, located in the kitchen, garage and bar area, provide added convenience. French doors with impact glass open to a spacious covered balcony overlooking the pool and tropical surroundings, with plenty of room for dining, entertaining or relaxing. A split bedroom plan provides privacy, with a spacious primary suite featuring two thoughtfully redesigned walk-in closets. Two additional bedrooms, a full bath and laundry room complete the main level. The lower level adds tremendous flexibility with a large family room, office, oversized fourth bedroom, bonus area and half bath, creating wonderful options for guests, recreation or working from home. French doors lead directly to the expansive screened lanai and heated, free-form saltwater pool, one of the home’s standout features. A generous paver deck offers both sunny and shaded areas for lounging, dining and entertaining, complemented by multiple covered areas, privacy screens, lush landscaping and an outdoor shower. A new pool pump and chlorinator were added in 2024. Impact windows and doors provide additional peace of mind, complemented by a metal roof, three-zone air conditioning, composite decking and stairs and an oversized two-car garage with additional storage. Recent 2025 improvements include a new washer and dryer, a resurfaced and sealed garage floor and newly resurfaced pavers surrounding the pool and along the driveway. Meticulously maintained and in excellent condition, with a pre-listing inspection completed, this home offers an uncommon combination of privacy, space and exceptional outdoor living. An extensive collection of furnishings is also available for purchase separately, offering buyers the opportunity for a turnkey, move-in-ready island home. Ideally situated approximately one mile from Siesta Key Beach and convenient to Siesta Key Village, with downtown Sarasota’s dining, shopping, arts and cultural attractions just a short drive away. (Garage refrigerator, TVs and Sono system are not included)

5188 Siesta Woods Drive, Sarasota
6840 Midnight Pass Road, Sarasota
$699,900
2 Beds ⋅ 4 Baths ⋅ Midnight Sea SubDv. ⋅ 34242 Zip Code
Live the Siesta Key lifestyle just moments from the beach! This beautiful three-level townhome offers 2 spacious bedrooms, plus an additional room on the lower level, 2 full baths, 2 half baths, an oversized one-car garage, and two additional outdoor parking spaces. The extra lower-level room could be used as a third bedroom, study, home office, gym, media room, or private guest space. The main living level features hardwood flooring, abundant natural light, and a screened lanai directly off the living room - perfect for morning coffee, outdoor dining, or relaxing after a day at the beach. A second private lanai is located off the primary bedroom, creating a peaceful personal retreat. Recent improvements include a new roof (2024), new electrical panel (2024), HVAC (2024), tankless water heater (2024), washer and dryer (2025), all four new toilets (2025), updated flooring on the stairs and in both bedrooms, and a completely renovated lower level with an added shower. (2024). Popcorn ceilings have been removed throughout all three levels. Additional exterior improvements include new water lines (2026), new pavers (2026), new gutters, fresh exterior paint, and hurricane-impact sliding doors throughout, the entire house was repiped. Enjoy the community pool and deeded beach access located approximately 200 yards away. The townhome is also conveniently close to Siesta Key’s south beach area, Point of Rocks, 7-Eleven, restaurants, shops, grocery options, and bike and recreational rentals. Previously enjoyed by the owners as their own vacation retreat and also used as a rental property (during season this home can produce $9-11K, and off season months - $4-5K), this townhome offers wonderful flexibility. It could be an excellent primary residence, second home near the Gulf, or investment opportunity in one of Sarasota’s most desirable beach communities. Offered furnished, including beach equipment, for an easy transition into island living. Seller is offering up to $500 toward a one-year home warranty of the buyer’s choice at closing. Start enjoying Siesta Key!

6840 Midnight Pass Road, Sarasota
4879 Commonwealth Drive, Sarasota
$2,270,000
4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
TURNKEY. FULLY FURNISHED. INCOME PRODUCING. Welcome to an exceptional Siesta Key property offering the rare combination of a fully renovated luxury residence, private tropical setting and proven rental income. The home is being offered fully furnished and can include essentially everything needed to operate and enjoy it immediately—from designer furnishings and décor to pots, pans, dishes, silverware, linens, towels and other household essentials. Truly turnkey, the next owner can simply bring a suitcase and begin enjoying the Siesta Key lifestyle or continue the established rental operation. Extensively renovated with a focus on modern comfort, durability and style, the approximately 2,500-square-foot residence features an open, light-filled floor plan, expansive impact windows and doors, durable wood-grain tile flooring, custom wood cabinetry, quartz waterfall countertops and curated designer lighting. The split-bedroom layout offers privacy and flexibility, making the home equally well suited for full-time living, family vacations or rental guests. The spacious primary suite features private outdoor access and a beautifully renovated bath with a freestanding soaking tub and oversized marble walk-in shower. Three additional bedrooms are located on the opposite side of the home, including a junior suite with its own private bath, floor-to-ceiling marble tile and oversized picture window overlooking the pool and outdoor living area. The home comes equipped with a 30-year commercial-grade roof, high-impact windows and doors throughout, new HVAC, pool equipment, water heater and major appliances, designer finishes and bathrooms that feature floor to ceiling marble detailing. Outside, the property becomes a private tropical retreat. The heated saltwater pool and screened enclosure are surrounded by lush landscaping and the expansive double lot provides exceptional privacy and space for entertaining, relaxing or enjoying the Florida lifestyle. For the owner-user, this is a beautifully renovated and fully furnished Siesta Key home requiring little to nothing to do. For the vacation-home buyer, it offers a private escape that can generate income when not in use. For the investor, the established rental history and strong NOI create a compelling income-producing opportunity. A rare opportunity to acquire a fully renovated, fully furnished and income-producing Siesta Key property where luxury, lifestyle and investment potential come together. Located just blocks from Roberts Bay and less than one mile from the world-famous sands of Siesta Key Beach, the location provides convenient access to the beach, dining, shopping and everything that makes Siesta Key one of Sarasota’s most desirable destinations.

4879 Commonwealth Drive, Sarasota
5032 Calle Minorga, Sarasota
$1,250,000
4 Beds ⋅ 2 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code
OPPORUNITY KOCKS!!!UNUSALLY AVAILABLE! 7500 SQ FT LOT WITH RANCH/STYLE, ROOMS WITH PRIVATE ENTRANCES DECK WITH AWNING VERY UNIQUE OPPORTUNITY WHERE YOU CAN COMBINE RESIDENTAL AND BUSINESS FLEXABILITY WITH PRIME LOCATION IN SIESTA KEY VILLAGE! ZONED OPI/OFFICE PROFESSIONAL AND INSTITUTIONAL-the property is among a limited number of village locations where certain businesses may legally operate. As a professional office, boutique, spa, investments property or creative combo of both. As it is, it has a large open space/great roomful kitchen, fireplace e, sliding doors to a deck with awning private yard, steps down to office or bedroom 2 with French doors to yard, then to 3rd room with french doors to side patio.The main area has 2 other large rooms, all bamboo floors, 2 full baths, two new air conditioners..It is offered with some furnishings, or make it your own! One of the most outstanding features is the circular gravel driveway.with Royal Palms boasting it! Completely fenced in yard as well..The On site Parking as we know so valuable is fabulous ..at least 8 cars fit easily. location within a block of the village, circle K, bank, trolley, and our world famous Siesta Key Beach!No HOA! Enjoy Siesta and owning a property with parking with flexible usage to accommodate your plans. Opportunities like this are Rare, call Judy for a private showing!

5032 Calle Minorga, Sarasota
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