One of the most popular communities provided by {{page_data.agentName}}

Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.
One of the most popular communities provided by The Graf Group of Coldwell Banker
3,410
# of Listings
2
Avg # of Bedrooms
$692
Avg. $ / Sq.Ft.
$1,359,770
Med. List Price

Browse Downtown Sarasota Real Estate Listings

707 Properties Found. Page 23 of 48.

Under Construction. A flawless fusion of art and world-class architecture, The Gallery Sarasota is a boutique style condominium centrally located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. The iconic European design offers six distinct collections of light-filled residences that boast high-end Italian finishes, up to 26-foot ceilings, and full-height windows. The tranquil oasis of the private rooftop pool terrace and social lounge provides an elevated retreat for socializing, unwinding, and basking in sun drenched splendor while the vast two-room state-of-the-art fitness center and yoga studio provides an all-encompassing environment for a healthy lifestyle. UNDER CONSTRUCTION with limited availability, The Gallery Sarasota offers a unique collection of residences you won’t find anywhere else. Private Courtyards, Penthouses, Open Staircases, and more! The best way to discover everything this exceptional property has to offer is to schedule a private site & showroom tour. Our Sales Gallery is conveniently located downtown at 625 S Orange Sarasota, FL 34236 (complete with models & finishing selections).
#A4637420

SARASOTA

1305 4TH STREET 401B

2 Beds

2 Baths

1,734 Sq.Ft.

$1,659,000

MLS#: A4637420

Private compound ~ House & Guest House on almost 5 acres tucked at the end of a quiet country lane. Not in flood zone ! This serene oasis includes beautiful pond and 5000 SF outbuilding with successful Pet Resort business, perfect for home-based businesses. The charming, established neighborhood is conveniently located to beautiful beaches and vibrant downtown city life. It is also very HORSE FRIENDLY! The main house (3 Bed/2.1 Bath) & guest house (2 Bed/1.1 Bath) are updated. All buildings have new/newer roofs & windows! Feels far away, yet so close to Siesta Key beaches, downtown Sarasota and SRQ airport. Tons of updates throughout the property. The main house features a modern kitchen and bath updates with a new roof in 2023. The open floor plan and soaring ceilings perfectly frame the lovely views of the L-shaped pond. Thoughtfully designed, this home offers ample storage with a large pantry and separate laundry room with half bath. The large decks provide expansive views of the pond and garden area. The guesthouse, situated well away from the main home, was nicely renovated in 2020. The two-bedroom, one-and-a-half-bath cottage with vaulted ceiling and open floor plan feels and lives much larger than its 1,500 square feet. The living room sliders opening to a walled patio/garden space create a private, serene retreat. The freestanding kennel building, measuring about 5,000 square feet, includes reception and grooming areas, plus a half bath. The kennel includes 30 dog runs, nine cat rooms and three isolation areas for flexible accommodations. The proximity to population centers and easy highway access offers so much potential for pet boarding, doggie daycare, professional dog trainers or show handlers. This well-maintained property is truly an unexpected find and a rare opportunity that blends privacy and convenience. If you've been searching for a family compound, home-based business, dog property or horse property, schedule your private tour today. Check out the tour links, and don't miss the drone tour in link 2! More photos available upon request.
#A4634600

SARASOTA

5645 CHURCHILL DOWNS ROAD

5 Beds

3 Baths

2,541 Sq.Ft.

$1,650,000

MLS#: A4634600

One or more photo(s) has been virtually staged. Set on more than half an acre with peaceful lake views, this spacious residence in the gated community of Laurel Oak Estates blends thoughtful updates with generous indoor–outdoor living. Designed for comfort and flexibility, the single-story layout offers 4 bedrooms, an office, formal living and dining rooms, a den, and a family room—ideal for owners seeking space to spread out or host.
A long list of major improvements completed since 2021 brings lasting value and peace of mind. A new roof (2021), two HVAC systems, new hurricane-impact windows and sliders (2023), updated propane gas lines tied to a buried 250-gallon tank (serving the range and fireplace), a new backyard fence, a resurfaced pool, and a travertine pool deck elevate both efficiency and style. The expansive screened lanai—with a built-in grill, sink, and refrigerator—creates an inviting backdrop for year-round outdoor dining overlooking the private, park-like yard.
Inside, the remodel continues with a refreshed chef’s kitchen featuring quartz countertops, refinished cabinetry, a reconfigured single-level island, and newer refrigerator, dishwasher, and range. Additional upgrades include resurfaced circular and side driveways, an enhanced front walkway, and an impressive 300+ bottle refrigerated wine closet with custom glass doors and a WhisperKOOL SC PRO climate system—perfect for collectors.
The primary suite offers a relaxing retreat with lake views and direct outdoor access. Three additional bedrooms—including the oversized 4th bedroom—sit in a split arrangement for privacy. Tile flooring, high ceilings, crown molding, built-ins, and ample natural light highlight the home’s inviting flow. A 2-car side-entry garage and plenty of guest parking round out daily convenience.
Residents of Laurel Oak Estates, a guard-gated community with meticulously maintained streets and lush landscaping, may join Laurel Oak Country Club through optional membership for access to two championship golf courses, tennis, pickleball, aquatics, fitness, social dining, and vibrant member events. 
Location is another standout. This property sits moments from Celery Fields, Rothenbach Park, Waterside Place at Lakewood Ranch, UTC’s dining and shopping district, and top-tier schools. Downtown Sarasota, SRQ Airport, cultural venues, and Gulf beaches are all within easy reach—making this well-appointed home the perfect blend of privacy, convenience, and Florida living.
#A4673309

SARASOTA

1994 TOM MORRIS DRIVE

4 Beds

3 Baths

3,713 Sq.Ft.

$1,650,000

MLS#: A4673309

Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.
#A4681866

SARASOTA

2069 BOUGAINVILLEA STREET

6 Beds

5 Baths

3,249 Sq.Ft.

$1,650,000

MLS#: A4681866

This Fantastic Prestancia home, nestled in the heart of TPC Prestancia—a distinguished, gated golf community in Sarasota—boasts 4 spacious bedrooms, an office, and 3.5 bathrooms. Spanning almost 4,000 square feet, this elegant residence offers a luxurious living experience. Set on a serene, lakefront lot over half an acre, the custom estate home presents granite countertops, an extra-large pantry, and a sprawling master suite with a sitting area and an oversized bathroom. From the striking foyer entry, discover a home with a well-thought-out floor plan, high ceilings, a gourmet kitchen awaiting your personal touch, and marble flooring. Formal living and dining rooms lead to a vast kitchen area, setting the stage for your dream culinary space. The family room, enhanced by a gas fireplace, alongside two bedrooms with walk-in closets and a shared Jack & Jill bathroom, and a fourth bedroom with an en-suite that provides pool access, adds to the home's allure. The property also features a master bathroom with dual sinks, a separate shower and tub, a cozy den/office, and a guest half-bath. Step outside to the extensive screened pool area, where tranquility meets leisure with stunning lake views, a pool, and a spa. An oversized three-car garage adds convenience. Prestancia offers an optional two 18th golf courses or social membership, your option. Located minutes away from the pristine beaches of the Gulf of Mexico (Siesta Key, Nokomis….) to the Sarasota downtown with its theaters and Opera House. Costco, Public library, farm market, shopping, restaurant and publix parks are all nearly. Easy access and quick connection to I-75. Don't miss the opportunity to make this exceptional residence your own.
#A4668962

SARASOTA

3718 BOCA POINTE DRIVE

4 Beds

3 Baths

3,936 Sq.Ft.

$1,650,000

MLS#: A4668962

SMART, SOPHISTICATED, STUNNING ~ YOUR CUSTOM SARASOTA OASIS AWAITS!  Experience modern elegance and luxury living in this exceptional custom-built home with a resort-style pool in one of Sarasota’s most sought-after neighborhoods near Southside Elementary. Designed with impeccable attention to detail, this stunning residence showcases high-end finishes, luxury, technology, and thoughtful design with no stone left unturned. The open-concept Great Room, Kitchen, and Dining Area seamlessly extend to the covered lanai with an Outdoor Kitchen complete with grill, cooktop, fridge, sink, & storage, and Resort-Style Pentair Saltwater Pool with Built-in Hot Tub and Color Changing Lights —perfect for entertaining or relaxing in your private oasis. This home's elegant kitchen is equipped with a large island offering ample seating and Reverse Osmosis water purification, while a large Laundry Room/Mudroom/Pantry off the kitchen adds convenience and functionality. The Great Room features an electric fireplace with heat, and abundant space to accommodate a large dining table or additional seating.  The luxurious Primary Suite offers a spa-like retreat with custom walk-in closet, dual sink vanity, multiple shower heads, a Kohler smart self-cleaning toilet with bidet, and expansive sliding glass doors that open directly to the secluded pool and lanai for effortless indoor-outdoor living. Built with Solid Construction and Impact-Rated Windows and Doors, this home is equipped with a Maintenance-Free Whole House Halo Water Treatment System, Smart Appliances (refrigerator, washer, dryer), Smart Thermostat, Security System with Exterior Cameras, new Solar Inverters with SolarEdge System, and Blue Light Purification in the A/C for modern comfort and efficiency. Additional upgrades include: an Air-Conditioned Garage with EV Charging Station and Epoxy-Fleck Flooring, New Paver Driveway with Inset Lighting, New Irrigation and New Lush Landscaping, New Vinyl Privacy Fencing with a Beautiful Wrought-Iron Gate, Custom Designer Lighting, and $60,000 in New Porcelain Tile Flooring Throughout the Home. Just minutes to Southside Village, Siesta Key, Downtown Sarasota, St. Armands Circle, Lido Key, and walking distance to Southside Elementary, this home offers the ultimate Sarasota lifestyle in one of the area's most desired locations, close to Sarasota Memorial Hospital, shopping, dining, award winning beaches, arts & entertainment.  CLICK THE VIRTUAL VIDEO TOUR LINK TO SEE DAYTIME, NIGHTTIME, & A BIRD'S EYE VIEW OF THIS EXQUISITE, OUTSTANDING PROPERTY.
#A4669337

SARASOTA

2711 BLOSSOM DRIVE

3 Beds

2 Baths

2,282 Sq.Ft.

$1,650,000

MLS#: A4669337

BEAT THE SNOWBIRDS. GREAT LOCATION.  The is the beachfront home you have been waiting for!
Step into this fabulous home and you are immediately drawn to the wonderful open living space and huge 1300+ square foot balcony.  The open living and dining space invites you in to embrace the beach lifestyle.  With stacking hurricane rated sliding doors, access to this huge outdoor area puts creating memories, entertaining family and friends or just relaxing to the views and breezes of Lido Beach just steps away. This condo unit was completely renovated 2020-2021; taken down to the studs. No expense was spared and new drywall, flooring, plumbing, and electrical are in place.  The split floorplan was thoughtfully reimagined and designed with high end finishes and fixtures providing beauty and functionality for full time living.   The chef's kitchen boasts custom cabinetry, gourmet appliances, including Thermador refrigerator and freezer and storage galore!  The large center island offers space for casual meals and gatherings.    The combined living/ dining space offers access to the balcony with views of Lido Beach. 
The primary bedroom includes and ensuite bathroom with custom dual vanities, and large walk-in shower.  It boasts a large walk-in closet with custom storage solutions.  The second ensuite bedroom is situated on the opposite end of the unit, providing privacy for guests.  Its custom built-in Murphy bed and wall shelving is a great bedroom retreat or a private workspace.  It, too, has an ensuite bath with custom cabinets, and a tub/shower combination.  A walk -in closet offers premium storage. More views- The third bedroom offers floor to ceiling windows and is currently used as an office space.   A third full bath with shower is centrally located for guest use.
You don't need to step out to do laundry; a laundry room with stacked washer and dryer and multiple storage solutions is in the home.   There in onsite management for this complex and the unit includes one assigned 2nd fl garage parking space and a lock storage room. The complex has a beachfront pool and spa surrounded by lounges and table and chairs, a barbeque area, a social room and workout room.
Lido Surf and Sands is situated on Lido Beach nestled between the iconic Ritz Carlton Lido Beach Resort and the much-anticipated Rosewood complex.  This location of the Lido Beach area encompasses a quieter lifestyle with no public parking offered at this complex.  Step outside your door and walk down the silky white sands of Lido Beach and view the sparkling turquoise waters of the Gulf of Mexico. Spot sea birds and the occasional dolphin.  Nearby Ted Sperling Park and Nature Trail offers an area to kayak and see beautiful Sarasota Bay. Take a short walk down Benjamin Franklin Dr to dining spots including a fun beachside tiki bar.  Stroll along St. Armand's Circle for many options for shopping, and casual and fine dining. The Sarasota Yacht Club is just around the corner.  Private and public golf courses are short drives away.  Downtown Sarasota is just 10 minutes away, offering shopping, dining, Sarasota Opera House, Van Wezel and many other entertainment venues.   Sarasota International Airport is 25 minutes away;Tampa International Airport just 1 1/2 hrs. away, with major airlines offering daily flight to US destinations and connections worldwide.  At the end of the day, know that you will be returning back to this beautiful home and your own piece of PARADISE ON THE BEACH!!
#A4658677

SARASOTA

1102 BENJAMIN FRANKLIN DRIVE 310

3 Beds

3 Baths

1,763 Sq.Ft.

$1,650,000

MLS#: A4658677

Tucked away in one of Sarasota's best-kept secrets, just steps from Sarasota Bay and moments from The Ringling Museum, 405 Edwards Drive offers a rare blend of privacy, architecture, and flexibility. Built in 2019, this thoughtfully designed residence feels like a private retreat, centered around a serene courtyard pool that brings light, air, and effortless indoor-outdoor living to the heart of the home. The main residence lives entirely on the first floor, with four bedrooms thoughtfully arranged to create both connection and separation. Walls of glass and clean architectural lines frame views of the courtyard, while the open living spaces flow seamlessly to the outdoor lounge and pool area, perfect for quiet mornings, afternoon swims, or evenings under the stars. The layout is both functional and inviting, ideal for everyday living as well as entertaining. Adding to the homes versatility is a separately accessed second-floor guest residence. Complete with its own bedroom, full bath, kitchen, living area, and private terrace, this space is ideal for extended family, long-term guests. Located in a quiet bay front neighborhood that many overlook but few forget, this home offers immediate access to waterfront sunsets, cultural landmarks, and downtown Sarasota all while feeling tucked away from it all.
#A4680288

SARASOTA

405 EDWARDS DRIVE

5 Beds

4 Baths

3,135 Sq.Ft.

$1,650,000

MLS#: A4680288

Price reduced
Alert! An outstanding WEST OF THE TRAIL gem has hit the market! This lavishly maintained and updated property is located in one of the most prized neighborhoods in Sarasota! Within easy biking/walking distance of the fine dining, boutique shops, farmers markets, cantinas, and art galleries of downtown Sarasota, this home provides a one-of-a-kind way to experience the best that Sarasota has to offer! This home has seen many improvements over the years. You will notice the brand new kitchen with state-of-the-art appliances, as well as the renovated bathrooms, impact windows and doors for peace of mind, as well as a new roof only a few weeks ago, this October 2025, and of course, the iconic gunite salt-water heated lap pool! The home is equipped with a whole-house water filtration system as well as an irrigation system; neither you nor your beautiful garden will go thirsty! Thoughtfully designed exterior features landscaping for privacy in the backyard, as well as a lovely courtyard-style patio by the pool, and finally, the 1.5-car garage is equipped with a 220 outlet for EV charging. Whether you’re enjoying the sun-filled mornings by the pool or taking a walk to the Bayfront for a cocktail at sunset, this home in the heart of Sarasota is the lifestyle you’ve been waiting for!
#A4672680

SARASOTA

1750 ALTA VISTA STREET

3 Beds

2 Baths

1,890 Sq.Ft.

$1,650,000

MLS#: A4672680

One or more photo(s) has been virtually staged. Welcome to Marina Tower, a waterfront residence located in the heart of downtown Sarasota. This beautifully appointed condo offers 1,940 square feet of thoughtfully designed living space with two spacious bedrooms, two and a half bathrooms, and a dedicated office nook. Floor to ceiling glass sliders frame expansive views of Sarasota Bay, the marina, and the Gulf of Mexico, allowing natural light to fill the home throughout the day. The open layout flows seamlessly to a private balcony overlooking the water, creating a calm extension of the interior living space. The setting offers a rare level of walkability. Bayfront Park, Marina Jack, downtown restaurants, coffee shops, theaters, art galleries, and Sarasota’s cultural venues are all within easy walking distance, providing everyday convenience and connection to the city without reliance on a car. Marina Tower is a full service, pet friendly building offering 24 hour concierge and security, a heated pool and spa, fitness center, guest suite, gated parking, and convenient storage. Residents enjoy direct access to the garage and attentive on site services that support comfortable daily living. This residence brings together waterfront views, thoughtful design, and walkable downtown access in one of Sarasota’s most established bayfront locations.
#A4654801

SARASOTA

1233 N GULFSTREAM AVENUE 401

2 Beds

2 Baths

1,940 Sq.Ft.

$1,650,000

MLS#: A4654801

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance with a new elevator and lobby. Come see for yourself why this stunning property is so very special.
#A4667710

SARASOTA

5400 OCEAN BOULEVARD 17-04

2 Beds

2 Baths

1,187 Sq.Ft.

$1,649,000

MLS#: A4667710

Price reduced
Discover an exquisite blend of Old-World charm and modern luxury in this custom Mediterranean jewel located in Sapphire Shores, the heart of Sarasota’s Historic Museum Area. This property is NOT IN A FLOOD ZONE but just a short walk to Sun Circle, a scenic bayfront park on Sarasota Bay.  The neighborhood is surrounded by the city’s most renowned cultural institutions, including The John and Mabel Ringling Museum of Art, Sarasota Ballet, and Florida Studio Theater. Spanning 2,534 square feet under air, this elegant residence features three bedrooms and three baths, with two luxurious en-suites for ultimate privacy and comfort. High-end finishes such as travertine floors, granite countertops, and tray ceilings elevate the home’s timeless sophistication. The open floor plan beautifully balances both leisure and formal areas. A gracious foyer flows seamlessly into the living room and open-concept kitchen creating an ideal setting for entertaining. You will also find both a casual dining area and a formal dining room for those special occasions. Designed for Florida’s indoor-outdoor lifestyle, the home’s salt water pool and exotic sunken fire pit make the backyard a true retreat. When hosting gatherings, you'll find plenty of room for parking in the unique motor court framed by a decorative block wall accented with Frank Lloyd Wright styled vases. Whether you're drawn to the rich history of Sapphire Shores, the vibrant arts scene, or simply desire a refined retreat near the water, this home offers a rare opportunity to own a piece of Sarasota’s finest. 2 miles north of downtown Sarasota and a short drive to St. Armands Circle and the beaches of Lido and Longboat Key. Conveniently located near University Parkway anchored by Sarasota Bradenton Airport on the west and University Town Square shopping and dining district on the east.
#A4670935

SARASOTA

4946 BRYWILL CIRCLE

3 Beds

3 Baths

2,534 Sq.Ft.

$1,649,000

MLS#: A4670935

Introducing the best value in one of the most beautiful, gated communities in Sarasota located at 3519 Founders Club Drive.  Original owner who built the home with Lee Wetherington prior to the pandemic craze, this home had the best of the best vendors, contractors, and project managers who paid attention to every single detail. One of the most amazing attributes of this home is the interior homesite itself boasting half an acre of deeded, private conservation preserve in the rear and full privacy in the front of the home. The house has a very deep setback, yet still has a huge backyard. Additionally, the home is situated to have privacy on all sides which allows for total seclusion while relaxing in the pool, spa and enjoying the built in fire pit that is connected to the natural gas lines. Enjoy the rarely used and pristine outdoor kitchen while enjoying the spa which has a brand new gas heater. This house is a true four bedroom home plus an office/den all surrounding a beautiful great room with faux wood beams, spacious kitchen, stainless steel appliances, huge kitchen island, built in ovens and more!  The front room is an ensuite that is perfect for your out of town visitors.  The third bath doubles as a pool bath and guest bath.  The laundry room is adjacent to the large storage room which has so much potential as a wine room and bar.  The three car garage is enlarged to provide for additional space to house those large SUV's, toys, bikes, golf carts, etc.  Founders Club is a 24 Hour, fully manned, gated community surrounding acres upon acres of nature, wetlands, and preserve giving its residents boundless peace of mind and serenity.  Each homesite is at least 1/3 of acre providing plenty of elbow room between your lovely neighbors.  There is a wonderful recreation center with yoga classes, pilates, fitness classes, playground, sport court and tennis courts.  Membership at the Founders Club Golf Club is optional.  If you feel up to venturing outside the gates, Founders Club is less than 20 minutes to all of the incredible restaurants and beaches around the downtown areas.  Endless dining and shopping options adorn the Waterside, UTC and Lakewood Ranch areas that are just mere minutes away.  Every Sunday, Waterside has the best Farmer's Market in town boasting fresh produce, bread, craft beer, empanadas, fresh fish, and more!  You must take a moment to see the area and view this diamond in the rough - a true gem amongst multi, MULTI million dollar homes.  It represents the BEST value in the Founders Club.  Schedule your private showing today!
#A4647523

SARASOTA

3519 FOUNDERS CLUB DRIVE

4 Beds

3 Baths

2,774 Sq.Ft.

$1,649,000

MLS#: A4647523

Price reduced
Discover refined downtown living at Sansara, where modern design meets serene, resort-inspired luxury in the heart of Sarasota’s most walkable district. Just steps from the boutiques and cafes of Burns Court and minutes to the waterfront, Residence 302 offers an elevated retreat framed by lush greenery, sparkling pool views, and the soft glow of Sarasota’s city lights.  Inside, nearly 2,300 square feet of thoughtfully curated living space unfolds with effortless elegance. Floor-to-ceiling glass filters natural light across wide-plank flooring, custom cabinetry, designer lighting, and motorized shades. The gourmet kitchen blends style and function with European soft-close cabinetry, quartz surfaces, a wine refrigerator, and premium Bosch appliances—an ideal backdrop for intimate dinners or laid-back evenings with friends. A spacious great room opens to a private terrace, inviting you to enjoy quiet morning coffee or sunset breezes above the pool deck.  The split layout offers three bedrooms and three baths, each designed for comfort and privacy. The primary suite features a generous custom closet and spa-like bath with dual vanities and a walk-in shower. Two guest suites—one ideally suited as a den or office—provide flexibility for hosting or working from home.  Outside your door, Sansara’s boutique amenities create a resort-worthy lifestyle: a heated saltwater pool and spa, cabanas, firepit lounge, outdoor kitchen and grill, plus a well-appointed fitness center—all secured within a private, gated setting.  Some furnishings in Residence 302 are available for purchase, allowing you to move in with ease—or begin with a blank canvas and craft your bespoke dream home within one of downtown Sarasota’s most coveted boutique buildings.  Experience the rare blend of sophistication, privacy, and walkability that defines life at Sansara. Welcome home to 300 S Pineapple Avenue, Residence 302.
#A4665439

SARASOTA

300 S PINEAPPLE AVENUE 302

3 Beds

3 Baths

2,291 Sq.Ft.

$1,649,000

MLS#: A4665439

Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal.
Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain.

The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.
#A4661717

SARASOTA

156 SIESTA DRIVE

5 Beds

3 Baths

2,901 Sq.Ft.

$1,649,000

MLS#: A4661717

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