Siesta Key Homes with Two Story Property Description

Siesta Key Homes with Two Story Property Description

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Siesta Key and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Siesta Key Homes with Two Story Property Description

6285 Midnight Pass Road Unit 406, Sarasota
$749,000
2 Beds ⋅ 3 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal setting for entertaining or relaxing. The dining area features a mirrored accent wall, a built-in cabinet under the stairs, and another built-in at the end of the room for elegant storage and display. A wood staircase leads to the loft, a rare feature in this complex. The spacious loft includes a half bath, and 2 generous closets, offering flexibility as a guest retreat, office, or media room. The loft expands your living options beautifully. The kitchen is both functional and stylish, featuring wood cabinetry, Cambria quartz countertops, marble floors, a tray ceiling and a built-in eat-in area/desk. A window over the sink provides a charming peek of the Bay. The Primary Bedroom impresses with soaring vaulted ceilings, custom built-in furniture, and a bright, open feel, while the Primary Bath offers two separate sink areas with granite counters, built-in cabinetry, and a wall of closets-providing abundant storage and space. Pella sliding glass doors lead to the Florida room/lanai, enclosed in glass and framed by vaulted ceilings invites you to relax and enjoy tranquil views year-round. Residents of Excelsior enjoy private beach access, along with two heated pools, fitness center, tennis and pickleball courts, and clubhouse. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this Penthouse condo offers a rare blend of comfort, style, and location.

6285 Midnight Pass Road Unit 406, Sarasota

3200 Higel Avenue, Sarasota
$22,000,000
4 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. 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

4532 Ocean Boulevard Unit 209, Sarasota
$875,000
2 Beds ⋅ 3 Baths ⋅ Siesta Town House SubDv. ⋅ 34242 Zip Code
DIRECT, UNOBSTRUCTED GULF-FRONT 2-STORY RESIDENCE WITH SPECTACULAR SUNSETS! Beautifully renewed and extensively restored, this exceptional Siesta Key waterfront residence has been thoughtfully and superbly finished throughout—offering a fresh, sophisticated interior, breathtaking Gulf views and a truly one-of-a-kind coastal lifestyle. Step inside to a bright, open floor plan filled with natural light and beautiful Gulf views. Engineered hardwood flooring extends throughout both levels, while custom shiplap adds distinctive coastal character on both the first and second floors. Triple sliding glass doors open the living area to the lanai—the perfect place for morning coffee, evening cocktails and unforgettable Siesta Key sunsets. A convenient half bath on the first floor is ideal for guests. The beautifully updated kitchen features quartz countertops, soft-close white cabinetry, a custom tile backsplash and new GE appliances, including a stylish vent hood. Casual bar seating keeps the kitchen open to the main living area—and those wonderful water views. Upstairs, the private Owner's Suite is a true retreat, with its own Gulf-front balcony, custom shiplap detailing, three closets and an en-suite bath with a beautifully tiled walk-in shower. A spacious second bedroom, full guest bath and convenient laundry area with a full-size Whirlpool washer and dryer complete the second floor. The extensive restoration includes a new metal roof, new HVAC system, new water heater, new impact sliding glass doors, new engineered hardwood flooring, new kitchen cabinetry, quartz countertops, appliances, furnishings and more. These complement previous improvements to the residence, including hurricane-impact windows, updated plumbing and electrical, upgraded insulation and beautifully updated baths. And then there is the setting—Siesta Town House is truly one of a kind. This intimate enclave of just 20 townhomes is unlike anything else on Siesta Key, with every residence directly fronting the Gulf. Arranged around a charming semi-circular pebbled drive with a beautiful pond and fountain at its center, the community encompasses approximately three waterfront acres and has a wonderfully private, close-knit feel. Neighbors know one another, look out for one another, and have created the kind of community where friendships often feel more like family. And the private community pier is a standout amenity all its own. Lighted for evening enjoyment and equipped with water and a convenient fish-cleaning station, this substantial Gulf-front pier offers some of the best fishing and wildlife watching right outside your door. Cast a line as tarpon make their seasonal run, watch dolphins and other marine life move through the water, or catch a glimpse of sharks cruising offshore. There’s even a favorite gathering spot for the local pelicans—a familiar and much-loved part of the Siesta Town House scenery. The pier offers a front-row seat to the natural beauty and ever-changing life of the Gulf. An assigned covered carport and shared storage add everyday convenience. Just minutes from the world-famous sands of Siesta Beach and within walking distance of the restaurants and shops of Siesta Key Village, yet tucked away in a peaceful waterfront setting. Beautifully renewed, wonderfully private and directly on the Gulf—this is a rare opportunity to experience Siesta Key living at its best.

4532 Ocean Boulevard Unit 209, Sarasota

1350 Siesta Bayside Drive Unit 1350B, Sarasota
$899,000
3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in nearby Building 1328 on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multigenerational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddleboarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

1350 Siesta Bayside Drive Unit 1350B, Sarasota

3920 Roberts Point Road, Sarasota
$4,295,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
A boater’s paradise and an entertainer’s dream, this exceptional waterfront residence captures the very best of the Siesta Key lifestyle. Set along 83 feet of waterfront with direct access to Sarasota Bay and just a short walk to Beach Access 1 on Shell Road, the expansive home was thoughtfully designed for luxurious indoor-outdoor living and sophisticated entertaining. Featuring a grand entrance with an automated front gate, expansive stone-paver driveway, and abundant parking for entertaining, this waterfront property makes an undeniable statement. Inside, glistening water views greet you at the door. Soaring 11-foot ceilings, 8-foot solid-core doors, impact-rated windows, and wide-plank luxury LVP flooring create a refined yet inviting atmosphere. At the heart of the home, the open-concept great room flows seamlessly through oversized sliding glass doors to the expansive 50-foot lanai. The chef’s kitchen features custom wood cabinetry, quartz countertops, premium Thermador and Bosch appliances, and an entertaining bar complete with a wine cooler, two beverage refrigerators, and an ice maker. The primary suite provides a private retreat with his-and-hers walk-in closets and a spa-inspired bath featuring dual rain showerheads, a steam shower, soaking tub, and elevated stone finishes. Three additional bedrooms offer exceptional accommodations, including ensuite bathrooms with beautifully appointed finishes. Outside, a heated pool with sun shelf, luxurious spa, and custom, in-ground fire pit create the perfect, private waterfront oasis. The newly installed dock, 10,000lb boat lift, and two jet ski lifts make getting out on the water effortless, with Sarasota Bay just minutes away. A private putting green, integrated indoor-outdoor speaker system, beautifully landscaped grounds, and whole-property fencing complete the resort-like setting. The lower level offers more than 2,500 square feet of ADDITIONAL space for vehicles, water toys, equipment, a home gym, game room, workshop, etc. Overlooking Bayou Nettie, this premier waterfront setting places Sarasota Bay just moments away by boat. This is a home designed around the pleasures of waterfront living, uninterrupted entertainment and everyday enjoyment.

3920 Roberts Point Road, 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

3913 Roberts Point Road, Sarasota
$2,900,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Welcome home to the coveted community of Bay Island, on the north end of Siesta Key where island living meets timeless design just 800 feet from Beach Access 1 on Shell Road. Evening sunsets sandy morning strolls are practically at your doorstep. This 2020 built elevated contemporary residence offers thoughtful craftsmanship plus hurricane-rated doors and windows, a 5V metal crimp roof with open-cell spray foam insulation for lasting energy efficiency, and a striking circular driveway framed by stained tongue-and-groove soffits at both entryways a first impression that sets the tone for everything inside. Step through the door to an open, light-filled floorplan where high ceilings, recessed lighting, and wood-look tile flooring carry you through generous living and dining spaces. The kitchen anchors it all with stone countertops and backsplash, a waterfall-edge island with breakfast bar, sleek cabinetry, and stainless steel appliances built for everyday living and effortless entertaining alike. Glass sliders open to a screened lanai, where an outdoor kitchen makes alfresco dining a daily possibility, and a sparkling pool and spa invite you to unwind amid lush, tropical surroundings. The primary suite, thoughtfully situated on the first level, offers a private escape with sliders opening directly to the lanai, a spa-like bath with dual vanities, a soaking tub, oversized shower, and a walk-in closet with custom built-ins. Three additional bedrooms, each with its own en-suite bath, ensure plenty of space for family and friends alike true four-bedroom retreat built for gatherings. A three-car garage (one sectioned off and air conditioned) on the lower level rounds out the home's thoughtful design. Just moments from world-renowned Siesta Key Beach, scenic waterways, and the shops, restaurants of Siesta Key Village AND downtown Sarasota, this Bay Isles residence is a rare opportunity to own a true island sanctuary.

3913 Roberts Point Road, Sarasota

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)

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

732 Siesta Drive, Sarasota
$2,550,000
3 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
Back on the market with a $445,000 price reduction, Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.

732 Siesta Drive, Sarasota

Start Your Search