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$2,250,000
5 Beds ⋅ 6 Baths ⋅ Terrace Gardens SubDv. ⋅ 34237 Zip Code
Pre-Construction. To be built. Welcome to this stunning 3,434 sq. ft. single-story residence, where modern luxury meets timeless Italian craftsmanship. Ideally located within Sarasota city limits, this property qualifies for weekly rentals—a rare and highly desirable feature that opens the door to significant income opportunities in one of the area’s most sought-after vacation rental markets. This 5-bedroom, 5.5-bathroom residence is designed with both style and functionality in mind. Showcasing imported Italian fixtures, custom cabinetry, and premium flooring throughout, every detail reflects Milano Homes’ signature quality and sophistication. The expansive open-concept kitchen and living area are perfect for entertaining, while floor-to-ceiling hurricane-rated windows and sliding glass doors bathe the space in natural light and create a seamless connection to the outdoors. Step outside to your private retreat featuring a sparkling pool, sun-soaked deck, and ample space for relaxation or entertaining under the Florida sky. Perfectly positioned just minutes from downtown Sarasota, residents and guests will enjoy easy access to boutique shopping, fine dining, award-winning beaches, the scenic Legacy Trail, and local parks with tennis and pickleball courts. Whether you’re looking for a full-time residence, seasonal escape, or an income-producing short-term rental, this home offers a rare opportunity to enjoy the Sarasota lifestyle while capitalizing on high-demand weekly rental potential. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.

440 S Lime Avenue, Sarasota

$2,990,000
2 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34240 Zip Code
19.96 ACRES MINUTES FROM I-75 AND FRUITVILLE ROAD!!! Two individual parcels that are being sold together. This is a RARE OPPORTUNITY to purchase versatile land in the heart of rapidly developing Sarasota just South of Lakewood Ranch! OUE Zoning, this property offers an opportunity for future development. Survey available. Soil tests done. Bring your Builder and your imagination--or hold for long term investment. This property offers great opportunities for development thanks to its favorable OUE (Open Use Estate) zoning. No HOA and no Deed Restrictions. This rare property offers stunning opportunity to someone desiring space and privacy, without sacrificing the convenience of being right in town. The land could potentially be divided into a number of estate sized properties or further into a neighborhood if desired. Convenience meets tranquility with this property’s prime location. Situated just under 5 minutes from the highway, you’ll enjoy seamless access to everything Sarasota has. The vibrant University Town Center (UTC) area is only 15 minutes away, offering over 250 stores, restaurants, and entertainment options. UTC is also home to Nathan Benderson Park, a hub for outdoor activities and international rowing events, making it a destination for shopping, recreation, and entertainment. Additionally, the property is just 20 minutes from the cultural and culinary delights of downtown Sarasota, where you’ll find theaters, galleries, waterfront parks, and award-winning restaurants.

301 East Road, Sarasota

$799,900
4 Beds ⋅ 4 Baths ⋅ Rainbow Ranch Acres SubDv. ⋅ 34240 Zip Code
Under contract-accepting backup offers. Virtually Staged. Highly desirable and rarely available. Be the first to enjoy this FULLY REMODELED and updated high and dry five-acre, four-bedroom, four-full-bath home. Rainbow Ranches is the perfect neighborhood if you are looking to enjoy daily visits from the resident wildlife. Enjoy a quiet cup of coffee while you watch deer, wild turkey, crested caracara, numerous hawk species and endless others as you stroll through or hang out in your own piece of heaven. Invite all your friends and enjoy a huge fire pit as you gaze up at the endless star-filled night sky, free from the city lights. The property also features a full 50-amp RV hookup with its own separate septic. A large concrete pad is in place, easily expanding this area into your dream RV location, workshop/garage, additional house/apartment or barn. The opportunities are endless. Recent updates include new PGT hurricane windows and sliders, all new interior and exterior doors, new AC units (2021/2024), a new roof, new vinyl siding, an updated kitchen, new flooring, updated baths, a full-house replumb, full electric upgrade, dual primary bedrooms, both with beautiful walk-in showers and frameless glass, new gutters facia and soffit, new interior paint, brand new well pump and the list goes on. This highly sought-after location in a friendly and quiet neighborhood has much to be desired. Bring your horses, cows, donkeys, bee farms or whatever your heart desires while still being close to all that Sarasota and Lakewood Ranch have to offer. Schedule your private showing today. You will be glad you did! This home does qualify for USDA financing!

16372 Winburn Drive, Sarasota

$849,990
4 Beds ⋅ 3 Baths ⋅ Bent Tree Village SubDv. ⋅ 34241 Zip Code
Virtually Staged. Luxurious Lakefront Living in The Woodlands of Bent Tree! This beautiful home offers a private setting on over half an acre, backing onto a spring-fed lake in the gated Woodlands of Bent Tree. Nestled in an A-rated school district and surrounded by lush landscaping, this property combines elegance, comfort, and convenience in one perfect package. Featuring 4 bedrooms, 3 baths, a 2-car side-entry garage, and a brand new roof, the split plan design showcases both functionality and style. Enjoy formal living and dining rooms, a spacious family room with soaring ceilings, a fireplace, and a stylish wet bar. The chef’s eat-in kitchen is a showstopper with quartz countertops, stainless steel appliances, and direct access to the family room—ideal for gatherings and entertaining. Your expansive primary suite includes a spa-inspired bath with dual sinks, a jetted garden tub, large walk-in shower, and generous walk-in closet. Secondary bedrooms are equally spacious, offering flexibility for guests, family, or office space. Step outside to your private oasis: a screened pool and spa overlooking breathtaking lake views, with plenty of room to relax or entertain. The expansive backyard provides additional space to enjoy the outdoors. Just a short golf cart ride to Bent Tree Country Club or Laurel Oak Country Club, and minutes from Siesta Key Beach, UTC Mall, downtown Sarasota, shopping, and dining—this home has it all. Don’t miss this rare opportunity to own in The Woodlands of Bent Tree—schedule your private showing today and fall in love with the perfect blend of luxury, privacy, and natural beauty!

7505 Weeping Willow Boulevard, Sarasota

$379,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Manor Homes SubDv. ⋅ 34232 Zip Code
Under contract-accepting backup offers. Welcome to 3953 Glen Oaks Manor Drive, a beautifully maintained residence offering a rare blend of privacy, thoughtful updates, and central Sarasota convenience in one of the city’s most established and tranquil communities. Step inside to a light-filled layout centered around an enclosed atrium, creating a calming indoor-outdoor connection that’s perfect for relaxing, entertaining, or showcasing plants and décor. The home has been well cared for with major improvements already completed, including a new roof (2023), impact windows, A/C replaced in 2019, updated electrical panel, and replaced water supply lines, providing peace of mind for years to come. An enclosed porch adds approximately 132 square feet under air, offering flexible space ideal for a home office, reading nook, or hobby room. The guest bedroom features a queen-size Murphy bed, allowing the room to function effortlessly as both a bedroom and a multi-purpose space. Out back, the lushly landscaped lanai creates a private garden retreat—perfect for morning coffee, quiet evenings, or simply enjoying Florida’s indoor-outdoor lifestyle. Additional features include a whole-house water softener with reverse osmosis system in the kitchen, tree-lined streets, and a welcoming, walkable neighborhood ideal for biking and leisurely strolls. Glen Oaks Manor is centrally located just minutes from the Bobby Jones Golf Club, shopping, dining, downtown Sarasota, and area beaches—offering a peaceful residential setting without sacrificing accessibility. This is an excellent opportunity to enjoy a low-maintenance Florida lifestyle in a quiet, well-established Sarasota community.

3953 Glen Oaks Manor Drive, Sarasota

$12,799,000
4 Beds ⋅ 5 Baths ⋅ Ritz-Carlton Residences, Sarasota Bay SubDv. ⋅ 34236 Zip Code
Virtually Staged. Pre-Construction. To be built. Now taking reservations! Brought to you by Kolter Urban and designed by award-winning SB Architects, this iconic new 20-story Ritz-Carlton Residence Sarasota Bay residential tower enjoys a prime waterfront location in the heart of Sarasota's walkable downtown cultural district, Quay Sarasota. 78 ultra-luxury residential condominiums with dramatic exterior glass walls provide abundant natural lighting throughout the building along with spacious terraces that showcase sweeping views of Sarasota Bay, Yacht Harbor downtown Sarasota cityscape and the Gulf of Mexico. Each residence has exclusive private elevator entry access. This four-bedroom, four-and-a-half-bath, den and family room penthouse residence has a flow-through floor plan of 5,811 square feet with 13-foot ceilings and 12-foot sliding glass doors and windows throughout. Expansive exterior terraces with glass railings and a built-in outdoor grill provide inviting year-round outdoor living areas. Your chef-inspired kitchen includes premium 10-foot-high European kitchen cabinetry and under-cabinet LED lighting. There are three-centimeter quartz countertop choices with full-height backsplashes and a premium appliance package. The owner's suite includes dual walk-in closets and luxurious spa-like retreats. Some of the amenities include social clubrooms with multiple seating areas as well as indoor and outdoor bars that service the pool deck for entertaining or for a relaxing day by the resort-style pool, a state-of-the-art waterfront fitness center, a spacious movement studio and a private training room followed by hot and cold plunge pools, steam rooms and private treatment rooms, and a sports lounge that includes a golf simulator. There is even more in the robust amenities package. Call or email for an appointment to learn more about this Ritz-Carlton-managed property.

555 Quay Common Unit 2002, Sarasota

$499,000
3 Beds ⋅ 3 Baths ⋅ Phillippi Landings SubDv. ⋅ 34231 Zip Code
Beautiful luxury townhome with contemporary flair located only minutes from Siesta Key. This 3-story residence offers affordable luxury and maintenance-free living in a premier location on the shores of Phillippi Creek, where you are surrounded by 10 acres of stunning tropical foliage and landscaping. Rarely available, this is your chance to live in an open concept space with high ceilings, designer kitchen features, spectacular interior details and stylish bathroom fixtures. Upon entering this 3-bedroom, 3-bathroom home, you will fall in love with the bright, open floorplan featuring high-end finishes and an abundance of natural light. Enjoy relaxing on one of two lanais; one on the ground floor with outside access and another one upstairs with stunning views. There are stairs and a private elevator for your convenience as well as an oversized garage with plenty of room to store kayaks, golf clubs, beach chairs, fishing poles and more. The Phillippi Harbor Club Rackominium and Marina is right next door for your boating pleasures. There is also an onsite resort-style pool and kayak launch for active pursuits. Additional amenities include a clubhouse, dog park, fitness center and lighted boardwalk. You are minutes away from downtown Sarasota, fine dining, shopping, outdoor activities and the area’s famous beaches. Enjoy the best of Sarasota luxury living in the secluded, gated waterfront community of Phillippi Landings.

5560 Cannes Circle Unit 3-106, Sarasota

$425,000
4 Beds ⋅ 3 Baths ⋅ Ridgewood Estates SubDv. ⋅ 34232 Zip Code
Under contract-accepting backup offers. Spacious 3BR/2BA Home + In-Law Suite | RV/Boat Parking | Prime Location Well-maintained 3-bedroom, 2-bathroom home with flexible 4th bedroom/studio apartment featuring a private entrance, full bath, walk-in closet, kitchenette, and mini-split A/C—ideal for multigenerational living or rental income. Interior features include a galley-style kitchen with granite countertops, a spacious front living and dining area, and an oversized family room at the rear of the home—perfect for entertaining. The primary suite offers ample space for a king bed, double closets, and an en-suite bath with walk-in shower. Ample paved side parking allows room for RVs, boats, or trailers. Major updates include: Roof (2016) HVAC systems (2019 & 2023) Located in Ridgewood Estates, just minutes from I-75, shopping, dining, and medical facilities. Convenient, flexible, and move-in ready—this home offers endless possibilities. Schedule your showing today!

5337 Colewood Place, Sarasota

$669,999
4 Beds ⋅ 3 Baths ⋅ Hawkstone SubDv. ⋅ 34241 Zip Code
Virtually Staged. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** MODEL NOW OPEN!! Welcome to the Whitney, a thoughtfully designed home offering four bedrooms, two and a half bathrooms, and 2,851 square feet of living space. Upon entry, the foyer welcomes you with a private den—ideal for a home office or study—and a staircase leading to the second level. The home then opens into an expansive open-concept layout featuring the kitchen, great room, and dining area, creating an inviting space for both everyday living and entertaining. Sliding glass doors extend the living space outdoors to a large lanai, perfect for relaxing or hosting guests. The owner’s suite is conveniently located just off the great room and serves as a private retreat, complete with dual walk-in closets, dual vanities, a water closet, and a spacious walk-in shower. Upstairs, a versatile loft provides additional living space, along with three secondary bedrooms that share a full bathroom. The Whitney offers a well-balanced layout with comfortable gathering spaces and private retreats throughout.

7575 Seahawk Avenue, Sarasota

$2,350,000
4 Beds ⋅ 6 Baths ⋅ Shoreline SubDv. ⋅ 34231 Zip Code
One or more photo(s) has been virtually staged. Welcome to 2456 Missara Lane in beautiful Sarasota, Florida. This stunning residence offers the perfect blend of coastal living and modern comfort. Nestled in a highly desirable neighborhood, the property features Phillippi Creek water access with a private boat dock, making it ideal for boating, fishing, or simply enjoying the serene waterfront lifestyle. Best of all, the home sits in a no flood zone, providing peace of mind for years to come. Inside, you’ll find custom details throughout, from thoughtfully designed living spaces to elegant finishes that set this home apart. The heart of the home is the gourmet kitchen, equipped with stainless steel appliances, custom cabinetry, and plenty of counter space for entertaining and cooking with ease. Located just a short walk to Riverview High School, the property combines everyday convenience with exceptional amenities. Whether you’re enjoying quiet evenings by the water, hosting gatherings in the open living areas, or taking your boat out for the day, this home truly has it all. Seller is offering 5% financing (Terms Apply)!!

2456 Missara Lane, Sarasota

$399,000
2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to rent!! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and BRAND NEW CARPETS IN BEDROOMS making it rental ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.

6157 Midnight Pass Road Unit E63, Sarasota

$485,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate Woods SubDv. ⋅ 34231 Zip Code
Under contract-accepting backup offers. Come to see this charming Florida gem!! Beautifully updated two-bedroom, two-bathroom POOL home that embodies comfortable coastal living with easy access to the world's best beaches. The property showcases a thoughtfully designed layout, featuring a primary bedroom with an ensuite bathroom for added privacy and convenience, as well as a walk-in closet and an additional closet for ample storage. Sliding doors from both the living room, kitchen, and bedrooms provide easy access to the main attraction of the home—the POOL and paver patio area with a spa! New pool heater installed October 2025. What a perfect place for indoor/outdoor living and entertaining! Step outside to your private fenced backyard haven, where you'll enjoy the Florida sunshine and gorgeous sunsets by the pool, ideal for relaxing or hosting family gatherings. The fully fenced (new modern shadowbox private fence) backyard provides a secure space for outdoor activities and relaxation with beautiful views of famous Florida sunsets. Inside, this property can come turnkey furnished and includes washer and dryer, new stainless steel appliances, allowing you to move in with ease and start living the Florida lifestyle immediately. Multiple sliding glass doors along the back of the home create a seamless indoor-outdoor connection while flooding the interior with natural light and offering the option to welcome in refreshing Florida breezes. Outside pool area and deck is facing west and offers amazing sunset views. Plus, no carpet throughout makes maintenance a breeze! A versatile Florida bonus living area is accessible from the bedrooms, offering flexibility for a home office, relaxation space, or additional entertaining area. The breakfast nook provides a cozy dining spot, perfect for casual mornings. Major updates include a brand-new AC (2024), a newer hot water heater, (2021) and a tile roof from 2012 (remaining life 12 years), Smarthouse electronic locks, all four corners camera system with night vision (included in sale, no ongoing fees), Smarthouse connected to the pool equipment, HVAC, thermostat… The garage features an epoxy floor and a hurricane-rated door, adding both durability and appeal. The home also boasts an inside laundry room for convenience. Whether you are looking for an investment, retreat, or a family home, this exceptional Sarasota residence in the Gulf Gate Neighborhood is for you. Minutes away from world-famous Siesta Key beaches, Gulf Gate shops, fine dining restaurants, Costco, movie theaters, Legacy Trail, several fitness centers, A+ schools (Gulf Gate Elementary, Mangrove School of Sarasota, Suncoast Technical College..), and the Gulf Gate Library. All located in South Sarasota but within minutes to cultural downtown Sarasota and St. Armands Circle. Gulf Gate Woods is one of the most sought-after communities with deed restrictions, low dues and excellent schools nearby.

7460 Mariana Drive, Sarasota

$12,950,000
5 Beds ⋅ 7 Baths ⋅ Saint Armands Div John Ringling Estates SubDv. ⋅ 34236 Zip Code
Like a Picassos’ Mona Lisa, a true masterpiece. THIS home is the GEM of all jewels. It is one of a kind, created with artistry-imagination & craftsmanship that simply cannot be replicated. This is not your typical concrete block home. It has warmth, & timeless character. Every detail reflects the skill of master craftsmen whose work has become increasingly rare. Homes of this quality are no longer built, making this residence as exceptional as it is beautiful. In a world filled with contemporary “concrete boxes” that often lack warmth, personality & charm, this home stands apart. It invites you to slow down, sit back, stay awhile, and savor every moment. It doesn’t just provide shelter—it embraces you with comfort, elegance, & a sense of belonging. Warm, ageless, and unforgettable, this is more than a home. It is a work of art that quietly whispers, “Stay here…create new memories for a lifetime” Timeless Elegance, Effortless Living where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, a neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway & Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical home. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials & artisanship. Expanded from 4,000 to nearly 10,000 sq. ft. under roof & featuring over 7,800 sq. f.t of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis-kayaks, & breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats & entertaining areas, all complemented by stunning garden water vistas, a central courtyard, & an elegant 65' saltwater pool & spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, & custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range & hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, & curated artwork create an inviting, sophisticated atmosphere, offered furnished. Instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance & modern comfort on one of Sarasota’s most coveted waterfront estates. IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.

139 S Washington Drive, Sarasota

$575,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 401H, Sarasota

$880,000
3 Beds ⋅ 2 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Under contract-accepting backup offers. Step into timeless elegance with this stunning 3-bedroom, 2-bath Spanish Eclectic bungalow nestled in the heart of sought after Sapphire Shores. Rich in character and historic detail, this residence showcases dramatic architectural elements including beamed and coffered ceilings, gleaming oak floors throughout, and expansive windows that bathe every room in natural light. The spacious “sunken” living room centers around a show-stopping, decoratively carved mantelpiece, perfectly blending artistry with old-world charm. Each space offers a unique sense of craftmanship, from graceful arches to finely detailed trim, evoking romance and warmth of classic Mediterranean design. The current owner has elevated this home with a seamless addition: a stunning primary suite with a vaulted ceiling, French doors leading to a private back yard and a walk-in closet. Other “modern” updates include a spacious kitchen with and island and adjacent dinette, interior laundry and a 2-car garage accessed by a covered walkway; a loggia in keeping with the traditional nature of this architecture. Located just steps away from Sun Circle Park, Sarasota Bay, the Ringling Museum and the vibrant arts scene, this home is ideal for those seeking history, charm and convenience in one of Sarasota’s most beloved neighborhoods. Sapphire Shores in an eclectic waterfront neighborhood dating back to the Ringling Era and is now a combination of historic Mediterranean mansions, classic ranches and new construction. Live here amidst Sarasota's most significant cultural & educational institutions and you're only 2 miles north of downtown Sarasota, a 12-minute drive to St. Armands Circle and the beaches of Lido and Longboat Key and an equal distance to University Parkway anchored on the west by SRQ International Airport and UTC Mall and I75 on the east.

455 Acacia Drive, Sarasota

$3,799,000
3 Beds ⋅ 4 Baths ⋅ Ritz-Carlton Residences, Sarasota Bay SubDv. ⋅ 34236 Zip Code
Pre-Construction. To be built. Pre-construction to be built. Residence #301 is thoughtfully designed to optimize the stunning vistas from the amenity level of this iconic 20-story residential tower overlooking the Quay harbor in the heart of Sarasota’s accessible downtown cultural district. Its luxurious great room design features soaring walls of glass that create expansive views. The primary bedroom offers a breathtaking bay view through dramatic, oversized windows, complemented by two generous walk-in closets. The spa-style bath boasts a deep soaking bathtub, a double shower and a double vanity. Additionally, two guest bedrooms each come with private en-suite baths. Walk directly out your door to enjoy the expansive amenity package with a private elevator and 13-foot ceiling as this is one of a kind.

555 Quay Common Unit 301, Sarasota

$3,200,000
5 Beds ⋅ 6 Baths ⋅ Avondale SubDv. ⋅ 34236 Zip Code
Ensconced in the heart of the highly esteemed West-of-Trail Avondale neighborhood, this stunning 5-bedroom, 4.5-bath, 4400 square foot residence seamlessly blends timeless charm with modern luxury. Situated on a rare 14,750 sq ft oversized lot, the original 1952 home was extensively renovated and thoughtfully expanded in 2022, more than doubling its original square footage—all on a single level. Step inside to discover an open-concept layout designed for both comfort and entertaining, featuring a state-of-the-art kitchen with custom cabinetry, high-end appliances, a spacious eating area, and an impressive full butler’s pantry. The kitchen flows effortlessly into the elegant dining room and the great room, all bathed in natural light and finished with premium materials throughout. The home offers a separate formal living room and a versatile bonus room overlooking the pool—ideal for a home office, library, or sunlit sitting room. The owner's suite features sliding glass doors to access the pool, transom windows that filter in natural light, two walk-in closets, and top of the line finishes in the spa-like bath. The guest wing offers an over-sized bedroom, perfect for a home gym or private in-law suite, and provides privacy and flexibility for guests or multigenerational living. Every detail has been meticulously curated, from designer finishes to thoughtful storage solutions. Outside, enjoy lush landscaping, generous green space, and the perfect setting for outdoor entertaining. The lap pool and spa offer privacy and access to indoor-outdoor living spaces. All of this is located in the highly sought after Southside Elementary School district, and within walking distance to downtown Sarasota and Southside Village, placing dining, shopping, and cultural attractions just steps from your door.

1838 Alta Vista Street, Sarasota

$669,900
2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

6150 Midnight Pass Road Unit V38, Sarasota

$1,350,000
3 Beds ⋅ 3 Baths ⋅ Poms Park SubDv. ⋅ 34237 Zip Code
Pre-Construction. To be built. Experience modern luxury at an incredible price in this brand-new 3-bedroom, 2.5-bath single-story home in the heart of Sarasota. Featuring imported Italian cabinetry, flooring and fixtures, hurricane impact windows, and sleek contemporary finishes throughout, this home is designed for both style and comfort. The private outdoor oasis includes an in-ground pool, outdoor shower and a spacious area for entertaining. Located just steps from The Legacy Trail and minutes to downtown, parks, shopping, and world-renowned beaches. This is Sarasota living at its finest with a price that shouldn't be missed! Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.

2221 Wood St, Sarasota

$5,450,000
7 Beds ⋅ 9 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today.

119 Avenida Messina, Sarasota

$685,000
3 Beds ⋅ 3 Baths ⋅ Landings Treehouse SubDv. ⋅ 34231 Zip Code
Under contract-accepting backup offers. Nestled among lush tropical foliage in the highly sought-after Landings community, this one-of-a-kind treehouse retreat offers the perfect blend of nature, light, and waterfront living. Ideally positioned along the scenic boardwalk near Sarasota Bay, this spacious residence is filled with sunshine and tranquil views from nearly every room. The first floor is wrapped in walls of glass, creating an airy indoor-outdoor feel and showcasing peaceful water and garden vistas. A versatile flex space offers endless possibilities as a large home office, family room, fitness studio, or creative retreat. The open kitchen features a generous dining area surrounded by windows, making every meal feel connected to the beauty of nature. Generously sized rooms throughout the home, including all bedrooms, provide comfort and flexibility for everyday living and entertaining. Just steps away, enjoy the community pool or stroll along the winding nature path through mature tropical landscaping to the bayfront gazebo — the perfect setting for spectacular sunsets and watching dolphins play in the water. Residents enjoy easy access to downtown Sarasota, world-famous beaches, exceptional dining, and shopping. Optional membership to the Landings Racquet Club offers resort-style amenities including a super sized pool, tennis and pickleball courts, fitness center, library, and welcoming social spaces to connect with neighbors and friends.

1347 Landings Drive Unit 6, Sarasota

$7,999,000
Orange One SubDv. ⋅ 34236 Zip Code
Under contract-accepting backup offers. Shovel-ready luxury development in the heart of Sarasota. Refined urban living | Rosemary District | $57M-plus projected sales. Experience the best of downtown Sarasota. A game-changer for luxury developers, builders and visionaries—this is one of the last buildable parcels in Sarasota’s vibrant and walkable Rosemary District, moments from the new 53-acre Bay Sarasota Park and surrounded by over 65 restaurants within a six-block radius. What makes this project unmissable? Two words: Time and density. Shovel ready with permits ready to issue. Approved plans feature a boutique, contemporary mixed-use masterpiece combining10 designer condominium residences, 10 tri-level town homes with private garages and elevators, and 10 luxury retail suites with soaring storefronts. Design and lifestyle highlights such as private gated enclave with individual entrances, expansive four-bedroom, 3.5-bath layouts, separate guest casitas for multi-gen or income opportunities, illuminated, open floor plans with floor-to-ceiling glass, alfresco terraces with grill-ready summer kitchens, lushly landscaped Zen-inspired pool oasis, private two-car garages and in-unit elevators, crafted with the latest hurricane construction standards. Premium designer finishes and curated architectural touches throughout. Investment snapshot, projected sales from $2.4M–$3M per unit with total potential projected revenue of $57,220,000. Construction timeline as little as 24 months Ideal for capital rotation, high-margin resale or portfolio legacy. the ultimate urban lifestyle. In Sarasota’s booming cultural corridor, this project redefines boutique luxury in one of Florida’s top-ranked lifestyle cities. From University Town Center to Sarasota Opera, Selby Gardens and Lido Beach—everything is within reach. Pro forma available upon request Don't miss your chance to shape the skyline—and the future—of downtown Sarasota, everything you desire is in reach. Find your ideal Florida lifestyle at Sunrise Preserve.

1625 4th Street, Sarasota

$1,774,000
3 Beds ⋅ 4 Baths ⋅ Villa Ballada SubDv. ⋅ 34236 Zip Code
Under contract-accepting backup offers. Under Construction. Remember the days of super low rates? Developer is now offering low rates! Special buydown rates are available only until June 30, 2025! Contact your real estate advisor for further detail. Introducing Villa Ballada – the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants +Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. Villa Ballada is now offering two-car capability inside secure garage. There are 22 residences and two retail units presenting an unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this spacious #410 split plan condominium with three bedrooms and three-and-a-half baths, there is a spacious 16-foot-long balcony facing west overlooking the delightful swimming pool and courtyard which will be ideal to cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. Award winning architecture, But in the end, the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada as you won't be disappointed. Remember we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $1,030,600 to $2,264,000 with two-, three- and four-bedroom designs. Completion dates - September 2025. See you soon. Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control. Contact us for your private tour.

430 Kumquat Court Unit 410, Sarasota

$1,325,000
3 Beds ⋅ 2 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
Endless possibilities on Bird Key! This prime garden home sits in a location full of potential. Whether you’re looking to renovate and make it your own, start fresh with new construction, or add space to support your lifestyle—this property delivers. The lot is ideal for building a custom home that takes full advantage of the scenery and views. Already have a main residence? This could be the perfect spot for a guest house, studio, or even a car collector’s garage with room for your growing collection. The Bird Key location is convenient and has easy access to so many shops and galleries. Beach access for the beachgoers is enjoyable on Lido Key, which offers beautiful beaches and recreational activities, St Armands for upscale shopping and dining, Also , the Longboat Key Club is a very short distance away, which offers golf and tennis plus several restaurants. Waterfront living is at its best living on Bird Key, which also has a marina and clubhouse.

223 Seagull Lane, Sarasota

$5,099,000
3 Beds ⋅ 4 Baths ⋅ Ritz-Carlton Residences, Sarasota Bay SubDv. ⋅ 34236 Zip Code
Virtually Staged. Pre-Construction. To be built. Open views of Sarasota Bay greet all who enter Residence #1003 in this 20-story Ritz-Carlton Residences tower in its prime waterfront location in the heart of Sarasota’s downtown cultural district. In this Residence C floor plan, the entry foyer, set on a diagonal, leads to the expansive great room featuring a full width of dramatic, large-scale windows and sliding glass doors that open to a deep private terrace. An open-plan kitchen with an adjacent walk-in butler’s pantry is particularly helpful when entertaining, while a den provides a quiet space from main living areas. Two guest suites with en-suite baths are set in their wing and open to a shared terrace with shimmering city views. The primary bedroom, which overlooks the bay, features two equally large walk-in closets and a spa-style bath with double vanity, and a wet room with a double shower and deep soaking bathtub. In The Ritz-Carlton global tradition of peerless service, this private residence will enjoy a dedicated on-site team that takes pride in anticipating every need and fulfilling every wish. A 24-hour dedicated staff and concierge, food and beverage services available from private, on-site service kitchen, dedicated 24-hour valet, housekeeping services and an impressive array of private amenities overlooking the sparkling yacht harbor. In addition to the exceptional private amenities and services available exclusively to our tower residents, membership in The Harbor Club provides access to nearly 20,000 square feet of amenities dedicated to socializing, health and wellness. There’s always more at The Ritz-Carlton Residences, Sarasota Bay.

555 Quay Common Unit 1003, Sarasota

$8,988,000
3 Beds ⋅ 4 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code
Under Construction. Few addresses evoke the prestige and allure of a waterfront residence like SIX88 Sarasota. This boutique luxury condominium offers just ten exclusive residences along eighty feet of private shoreline in the sought-after Golden Gate Point neighborhood. Rising as a future architectural landmark, SIX88 offers sweeping views of Sarasota Bay and the downtown skyline, enhanced by refined Italian finishes and resort-style amenities. A true single-family home in the sky, this full-floor residence from the 360 Collection offers 3 bedrooms, 3.5 baths, a private office, and wine room—crafted for elevated living unlike any other. Named for its immersive design, the 360 Collection is distinguished by its breathtaking water views from every room, offering a continuous visual connection to Sarasota Bay and the downtown skyline. This residence encompasses 4,346 square feet of interior living space and 643 square feet of wraparound balconies, with soaring 10-foot ceilings and full-height windows that fill the home with natural light and showcase the dynamic beauty of the coastal landscape. Signature features include: two private in-residence elevators, an oversized private garage for two vehicles with an optional lift system allowing space for four, imported Italian flat-panel cabinetry, large-format Italian porcelain tile flooring, DuChâteau engineered hardwood, panel-ready stainless steel appliances, contemporary recessed baseboards, gallery-like hallways, and state-of-the-art smart home technology. Concierge-level design services are also included for a fully customized living experience. Bayfront amenities create the feel of a private resort: a west-facing rooftop terrace for Sarasota’s iconic sunsets, a jetted swim spa pool, resident social club, fitness center, dog grooming room, marina lounge with boat slips and paddle board/kayak launch, and a dramatic lobby with cascading waterfall. Now under construction with estimated occupancy in January 2026. There’s no better way to experience the full 360-degree SIX88 views of Sarasota Bay and downtown skyline than with a private hard-hat tour. Contact us today to schedule your private tour. The SIX88 Sales Gallery and Palm One Associates offices are located at 625 S Orange Avenue, Sarasota, FL 34236. Visit SIX88ssarasota.

688 Golden Gate Point Unit 701, Sarasota

$5,685,000
5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5132 Jungle Plum Road, Sarasota

$8,049,000
4 Beds ⋅ 5 Baths ⋅ Ritz-Carlton Residences, Sarasota Bay SubDv. ⋅ 34236 Zip Code
Virtually Staged. Pre-Construction. To be built. With three exposures sweeping across Sarasota Bay to the downtown skyline, Residence A is an invitation to experience the beauty of natural light from sunrise to sunset. Three private terraces, one with an outdoor kitchen, are accessed from the great room, which features an open-plan kitchen and large walk-in pantry. A cozy den is ideal for relaxing with a book or movie and a powder room is convenient for visitors. Two guest suites open to a third, city-view terrace, while the third guest suite is set in a corner, where it enjoys marvelous water-to-skyline views. The thoughtfully designed primary suite offers two walk-in closets, a spa-style bath with a deep soaking bathtub, double vanity and double shower. In The Ritz-Carlton global tradition of peerless service, this private residence will enjoy a dedicated on-site team that takes pride in anticipating every need and fulfilling every wish. A 24-hour dedicated staff and concierge, food and beverage services available from private, on-site service kitchen, dedicated 24-hour valet, housekeeping services and an impressive array of private amenities overlooking the sparkling yacht harbor.

555 Quay Common Unit 1601, Sarasota