34242 Homes with Private Yard Exterior Features

34242 Homes with Private Yard Exterior Features

Welcome to Siesta Key, Florida, where the sun-kissed beaches and vibrant atmosphere create the perfect backdrop for your dream home! Nestled within the 34242 zip code, this enchanting area is renowned for its stunning coastline, lush landscapes, and a lifestyle that seamlessly blends relaxation and adventure.

Siesta Key is a gem in Sarasota County, celebrated for its powdery white sands and crystal-clear waters. Whether you're strolling along the beach, indulging in local cuisine at charming seaside restaurants, or exploring the vibrant arts scene, there's something here for everyone. The community is known for its friendly vibe and welcoming spirit, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of homes in this area is the availability of properties with private yard exteriors. Imagine stepping out into your own tranquil oasis, where you can unwind under the Florida sun, host gatherings with friends, or simply enjoy a quiet evening surrounded by nature. These private yards offer a perfect blend of outdoor living and comfort, allowing you to embrace the quintessential Florida lifestyle.

With a variety of architectural styles and sizes, homes in the 34242 zip code cater to diverse tastes and preferences. Whether you're seeking a cozy beach cottage or a luxurious waterfront estate, Siesta Key has it all. Come discover the charm of this coastal paradise and find your perfect home with a private yard that allows you to create lasting memories in your own slice of paradise!

Newest 34242 Homes with Private Yard Exterior Features

3482 Flamingo Avenue, Sarasota
$6,975,000
6 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Some homes are defined by their architecture, others by their setting. Casa Flamingo is a rare convergence of both, offering a distinctive vision of waterfront living on the coveted north end of Siesta Key. Set across nearly an acre of lush grounds, this custom-built estate encompasses nearly 10,000sqft of total space, ideal for multi-generational living. Beyond the gated entrance, a palm-lined drive passes beneath the guest house’s striking arched passageway, opening to a courtyard where hand-carved Cantera stone introduces the shimmering waters of a 45-ft long pool. The grounds unfold toward the waterfront, where white sand creates a private beach-like retreat, complete with a launch for kayaking and a private dock and lift. Along the protected waters of Hanson Bayou, deep-water boating offers effortless access to the Gulf of Mexico without fixed bridges. Here, outdoor living takes on an entirely different dimension, with spaces designed for leisurely afternoons and sunset gatherings. The main residence centers around an expansive great room and chef’s kitchen, complemented by an expansive primary suite and additional guest accommodations. Elevated above the entrance, the separate guest house offers a private retreat for family and guests. Completing the estate is an oversized 3-car garage. From the private dock, Sarasota Bay, Big Pass, and the open Gulf become an extension of everyday life. Casa Flamingo offers a rare opportunity to experience the north end of Siesta Key, with Sarasota’s celebrated dining, cultural destinations, and boutique shopping just moments away.

3482 Flamingo Avenue, Sarasota

546 Freeling Drive, Sarasota
$12,500,000
5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Expected to be complete in 3–4 months. Discover an extraordinary opportunity to own a new construction waterfront residence on an expansive 0.52-acre double lot on North Siesta Key. Designed and built by Pham Development, this single-story, transitional modern-style home offers 170 feet of deep-water canal frontage, 4,353 square feet under air, and 15,453 square feet under roof. Featuring 5 bedrooms, 5 full bathrooms, 2 half baths, a designated private office, and the option for a private fitness studio, the residence showcases soaring 17.5-foot vaulted ceilings, a striking glass wine wall, and designer finishes. Light-filled interiors capture tranquil water views, while lush landscaping across the canal—with no homes visible—creates a serene, private backdrop. Opportunities to customize finishes and style allow you to make the home your own. Designed for both everyday comfort and entertaining, the open-concept living spaces center around a chef’s kitchen featuring a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. The living areas flow seamlessly onto an expansive back patio equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button. A spectacular pool with a champagne hot tub spa, generous outdoor lounging areas, and a fully equipped Wolf outdoor kitchen create an inviting setting for alfresco dining and waterfront entertaining. The primary suite offers a private sanctuary with spa-inspired amenities and thoughtfully designed personal spaces. An elegant circular driveway creates a grand arrival, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. Combining exceptional canal frontage, peaceful views, and beautifully appointed indoor and outdoor spaces, this distinctive North Siesta Key residence offers refined coastal living.

546 Freeling Drive, Sarasota

5324 Siesta Court, Sarasota
$1,250,000
4 Beds ⋅ 4 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
Virtually Staged. Set in desirable Siesta Cove, 5324 Siesta Court offers the charm of an established neighborhood with quiet, tree-lined streets made for morning walks and evening strolls just a short golf cart ride to the #1 Beach in the USA. Step through the front door into a bright foyer that opens to the dining area and vaulted living room. Large-format tile flows through the main living spaces, where a fireplace with a white mantel and raised brick hearth anchors the room. An open staircase with wood treads leads to the loft above. The dining area flows into a kitchen with white cabinetry, stainless steel appliances and a generous island with a veined countertop and seating. A sunny breakfast nook overlooks tropical greenery, while a separate wet bar with glass-front cabinetry keeps drinks and serving pieces close at hand. The first-floor family room offers a second place to gather, with warm-toned flooring and sliding glass doors that open to the screened deck. The four-bedroom, four-full-bath split floor plan features two first-floor primary suites, each with its own ensuite bath and windows overlooking tropical greenery. One suite features a freestanding soaking tub and a separate glass-enclosed shower. The other has a long dual-sink vanity and direct access from its bath to the screened deck. The generously sized third bedroom features an updated glass and tile bathroom. The fourth bedroom is light and bright with its own private exterior entrance, perfect for guests. A dedicated laundry area accommodates a full-size washer and dryer and includes a utility sink and open shelving. Upstairs, the open loft overlooks the living room. The space is ideal for a home office, bonus room or playroom. An exposed wood beam adds warmth, and sliding glass doors open to a private, screened second-floor balcony with room for loungers and a bistro table. A spiral staircase leads to the multilevel screened deck below. Enjoy the added peace of mind that comes with an elevated home and a brand-new 2026 roof in sought-after Siesta Cove. Expansive, brand¬ new front landscaping frames the paver approach, 2 car attached garage with extra storage and front entry beneath mature shade trees. Out back, tropical greenery frames a shaded lounge area and a separate, sunlit space for outdoor dining. Multiple sliding doors connect the deck to the interior, and the large lot offers room to envision a future pool. Enjoy the feel of an established neighborhood with the white quartz sands of Siesta Beach just a short stroll away. Take a street-legal golf cart to the shops and restaurants of Siesta Key Village, then come home to dinner on the screened deck. U.S. News & World Report named Siesta Key the No. 1 Best Beach in the U.S. in its 2026 rankings.

5324 Siesta Court, Sarasota

1142 Windsong Lane, Sarasota
$7,900,000
10 Beds ⋅ 14 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34242 Zip Code
What if your next luxury real estate investment was just as rewarding to own as it was to enjoy? Welcome to Golden Springs Estate, an ultra-high-performing short-term luxury vacation rental on Siesta Key, generating well over half a million dollars in annual gross rental revenue, where the lines between private coastal retreat and income-producing asset become beautifully blurred. Comprising two distinct, turnkey luxury residences, this 2024-built estate delivers 10 bedrooms, 14 bathrooms, 7,782 square feet of interior living space, and an extraordinary collection of amenities designed for entertaining on a grand scale. Think two private saltwater pools, rooftop terraces with Gulf views, private elevators, expansive outdoor living, and deeded beach access just moments away. Two residences. Twice the possibilities. Purpose-built for the luxury vacation rental market, each residence is fully self-contained and independently functional, separated by a common wall yet offering the privacy and autonomy of an individual home. Capitalize on the income potential of both residences, live in one full-time while the other generates revenue, or create a multigenerational coastal retreat with the freedom to accommodate family and guests without sacrificing privacy. Part of Vunique's distinctive collection of luxury vacation homes, this is an opportunity to think beyond conventional real estate ownership. An exceptional lifestyle. A compelling investment. Entirely your decision. Each residence may also be purchased separately. Contact your real estate professional for additional information.

1142 Windsong Lane, Sarasota

3200 Higel Avenue, Sarasota
$22,000,000
4 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Under Construction. Welcome to 3200 Higel Avenue, an extraordinary new waterfront residence by Pham Development, nearing completion on one of North Siesta Key’s most exceptional stretches of shoreline, with construction anticipated to be complete within the next few months. Commanding approximately 190 feet of sailboat-water frontage along two sides, this two-story contemporary estate overlooks Sarasota Bay and Big Pass, with sweeping views toward South Lido Beach Park, Bird Key, and the Downtown Sarasota Skyline. Encompassing approximately 5,453 square feet under air and 6,852 square feet under roof, the residence features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed to embrace its spectacular waterfront setting. Rare Big Pass dockage, protected access along Bayou Louise, and private boating infrastructure—including a 30,000-pound boat lift for deep-water boating and a separate 10,000-pound jet-ski/kayak lift—provide effortless access to Sarasota Bay and the Gulf. Designed with a refined contemporary aesthetic, the interiors pair dramatic scale with refined materials and meticulous attention to detail. Soaring ceilings and expansive walls of glass frame the water and skyline, while engineered hardwood flooring, level-five finishes, and custom built-in walk-in closets elevate the home throughout. A striking glass elevator offers water views as it connects the home’s living spaces and rooftop level. The chef’s kitchen is centered around an oversized island and complemented by a walk-in pantry, high-end finishes, a Sub-Zero refrigerator, and Wolf oven, creating a beautifully appointed space for living and entertaining. The primary suite is a private waterfront sanctuary, capturing panoramic views and featuring a spa-inspired bath with dual vanities, a rain shower, and separate soaking tub. The primary-suite level also features its own private secondary living room, creating an intimate retreat separate from the main entertaining spaces, while a dedicated indoor gym provides space for wellness and fitness. Multiple balconies and covered lanais extend the living spaces outdoors, while a private saltwater pool and spa create a resort-inspired setting at the water’s edge. Crowning the residence, an expansive rooftop deck offers breathtaking panoramic views across Sarasota Bay, Big Pass, Bird Key, South Lido, and the downtown Sarasota skyline—an unforgettable setting for sunset cocktails and evening entertaining. Dolphins, manatees, fish, and native coastal birds are part of the remarkable natural setting almost daily, while the surrounding waterways invite paddleboarding, fishing, snorkeling, windsurfing, and boating directly from home. The residence remains just minutes from the powder sand of Siesta Key Beach and the restaurants, boutiques, and energy of Siesta Village. Downtown Sarasota’s acclaimed dining, galleries, performing arts, and cultural attractions are also easily accessible, providing a rare combination of privacy and proximity to the best of Sarasota. With approximately 190 feet of waterfront, exceptional deep-water boating capabilities, dedicated lifts for boating and watersports, a glass elevator with water views, an incredible rooftop deck, private wellness and living spaces, panoramic views spanning some of Sarasota’s most iconic landmarks, and a newly constructed residence just months from completion, 3200 Higel Avenue represents a rare opportunity to experience an elevated level of waterfront living on Siesta Key.

3200 Higel Avenue, Sarasota

5534 Cape Leyte Drive, Sarasota
$1,549,000
3 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
LOCATION, LOCATION, LOCATION!!! STEPS TO THE BEACH....YOUR FURNISHED SIESTA KEY ESCAPE—BEAUTIFULLY REIMAGINED This extensively and tastefully renovated 3 bedroom, 3 and 1 half bath with quality finishes throughout has been meticulously maintained and is being offered furnished. This 2300 square feet under air, a 2 car garage and large pool with panoramic screened cage residence welcomes you with tropical landscaping, a circular paver driveway, and an inviting island style. Renovated in 2017–2018 this home offers a relaxed living space that with substantial improvements throughout. Each bedroom features its own private en suite bathroom, complemented by a separate guest half bath. All bathrooms were completely redone during the renovation. Improvements included a new metal roof, PGT WinGuard Aluminum 700 Series impact windows throughout, all new doors, plumbing, electrical, air-conditioning and ducts, drywall, lighting, insulation and tile flooring. The kitchen features white cabinetry, a contrasting island with seating, and an impressive appliance selection: a Thermador gas stove and oven/microwave combination, Bosch dishwasher, and Café refrigerator. A 250-gallon propane tank supplies the gas stove and tankless water heater. Open living and dining spaces provide a welcoming setting for entertaining, with warm-toned tile flooring and views of the surrounding greenery. Outside, the pool, paver deck, and lanai invite relaxed outdoor living. A Panoramic View pool enclosure enhances the outlook, creating a beautiful setting for morning coffee, poolside dining, and quiet afternoons. Additional conveniences include central vacuum throughout the home, wiring for ceiling fans in every room, and an oversized two-car garage. Thoughtfully updated with quality finishes throughout, this welcoming Siesta Key retreat is ready for your next chapter of island living.

5534 Cape Leyte 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

8569 Midnight Pass Road, Sarasota
$7,450,000
4 Beds ⋅ 5 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code
This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

8569 Midnight Pass Road, Sarasota

1229 Moonmist Circle Unit P6, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
TURNKEY FURNISHED, FREE-STANDING VILLA ON SIESTA KEY! TAKE YOUR GOLF CART TO PUBLIC BEACH! Ideally located in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this charming 2-bedroom, 2-bath villa offers the privacy and feel of a single-family home with the convenience of low-maintenance, lock-and-leave living. TWO DOGS ALLOWED! LOW HOA FEES. An excellent choice for a personal island retreat. One of only ten villas overlooking the expansive community pool, this home features a private entrance, covered carport, screened lanai, and inviting outdoor living spaces surrounded by lush tropical landscaping. Relax around the LP gas fire pit or enjoy the Florida sunshine just steps from the community pool. The villa is also positioned at one of the higher elevations within the community. Major updates include a NEW ROOF (2023), HVAC SYSTEM (2023), WATER HEATER (2025), NEW GUTTERS (2025), programmable Nest thermostat, remote-entry touch keypad lock, and remote camera system. (OVER $100,000 OF RENOVATIONS HAVE BEEN DONE.) Enjoy everything the Siesta Key lifestyle has to offer! Spend your days fishing or watching dolphins and manatees from the community dock and fishing pier overlooking the Intracoastal Waterway. Walk or take your GOLF CART to nearby dining, shopping, coffee shops, nightlife, grocery stores, marina access, and local favorites including Captain Curt’s. World-famous Siesta Key Beach, known for its powdery white quartz sand, is just across the street. Hop aboard the free trolley to Siesta Key Village for even more dining, shopping, and entertainment. Rental history is available in the attachments. Whether you’re looking for your own island getaway, a seasonal rental, or an easy-care Florida retreat, this villa offers an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle. MOVE IN, RENT OUT, OR SIMPLY RELAX!

1229 Moonmist Circle Unit P6, Sarasota

Start Your Search

How much is your home worth?

Get instant property value now!