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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

3,415

# of Listings

2

Avg # of Bedrooms

$692

Avg. $ / Sq.Ft.

$1,358,814

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$1M - $3M

708 Properties Found. Page 25 of 48.

Price reduced

Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.

SARASOTA

1022 S OSPREY AVENUE

3 Beds

3 Baths

2,284 Sq.Ft.

$1,599,000

MLS#: A4666624

#A4648764

SARASOTA

763 SIESTA DRIVE

4 Beds

3 Baths

2,294 Sq.Ft.

$1,599,000

MLS#: A4648764

Welcome to KANAYA, at the intersection of Luxury, Lifestyle and Location with bragging rights to a substantial and affluent building, yet with only 32 residences enhanced by privacy as well as very friendly neighbors. IF YOU ARE LOOKING TO PURCHASE A GREAT DOWNTOWN CONDOMINIUM WITH FIRST RATE FINANCIALS, WELL FUNDED and PASSED THE MILESTONE INSPECTION with the best possible report...you have found it! This 3rd floor unit is also located on the Amenity Floor and is one of the most unique high rise condos in Sarasota with a HUGE 1075 square foot PRIVATE OWNER'S PATIO that is uniquely and privately yours in addition to 2 terraces. Schedule a private tour to see this superior end unit condo with 3003 square feet, 3 bedrooms-all 3 have walk-in closets, 3.5 bath, plus an office/den/study. Your well-appointed kitchen includes a Stainless Steel Kitchen Aide Suite of appliances, Granite counters, and a LARGE walk-in pantry. The primary suite includes a 13x10 private study, a large corner bedroom with northern and western exposure plus a separate access to the large balcony, The owner’s suite bathroom comes complete with a soaking tub, shower with transom window, water closet, two vanities and a walk-in closet with Build out. On the north end you will discover two more-en-suites both have private baths and access to a north and east facing balcony. There is a formal foyer and a well-placed powder room as well as Crown Mouldings and a wet bar in the Living area. For amenities, the building offers a mesmerizing 16th floor roof-top balcony, featuring entertainment centers, lounge seating and splendid views of the city, fireworks, and Sarasota’s barrier islands and iconic bridge. You also have full access to the south facing 65-foot heated pool, huge sunbathing deck, shower/sauna, yoga room, gym, and indoor clubhouse kitchen. Modern construction boasts an abundance of impact glass windows and doors throughout. Your new condo has a large laundry room with cabinetry and a wash tub plus you have two dedicated parking garage spots that are side by side and the option to have electric car charging stations exists. This condo also has 3 storage units in the garage and there is a community bike storage room on the ground level of the SECURE garage. The Kanaya Has 15 floors and only 32 condos...The owners and management recently had the Milestone report performed by Karins Engineering and PASSED with very positive results (please see the MLS attachment). There are 2 full time superintendents on site who are always willing to help. The entire building was sealed, caulked and painted within the past 2 years. The Kanaya has impact glass windows throughout and backup a generator to perform partial lighting and power. This beautiful home is an exceptional downtown value at $1,595,000

SARASOTA

505 S ORANGE AVENUE 301

3 Beds

3 Baths

3,026 Sq.Ft.

$1,595,000

MLS#: A4675111

WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs.
The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife.

The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level.
The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area.
The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops.

Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.

SARASOTA

5201 AVENIDA DEL MARE

4 Beds

3 Baths

2,802 Sq.Ft.

$1,595,000

MLS#: A4680975

A Rare Weekly Rental Opportunity on Siesta Key!

Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rentals - a major advantage on an island where most properties require 30-day stays. The result? Strong income potential in one of America’s most in-demand vacation destinations, with average daily rental rates of $613 since 2022.

Offered turnkey furnished, this three-story coastal retreat is ideal as a personal escape, income-producing vacation home, or a blend of both. Just a short golf cart ride to Siesta Key Village and the world-famous Siesta Key Beach—voted #1 in the U.S., the home is tucked behind lush, professionally landscaped tropical foliage, creating a true sense of privacy and serenity.

A brick-paver driveway winds through the greenery to an oversized two-car garage, providing plenty of room for beach gear, bikes, and toys. Inside, the home is thoughtfully designed with bedrooms and bathrooms spread across three levels, offering exceptional privacy for guests and groups.

The first floor addition (2011) includes a fourth bedroom, third bathroom, and sitting area—expanding the home’s capacity to comfortably accommodate up to 10 guests. The dining area flows seamlessly to a screened porch, perfect for alfresco meals surrounded by palms and tropical breezes.

The entire third floor is dedicated to the owner’s suite, a private sanctuary featuring an en-suite bath and direct access to a secluded sun deck—ideal for morning coffee, sunbathing, or unwinding as the sun sets over Siesta Key.

Outdoor living shines with recent upgrades, including a new putting green, expansive two-story deck with screened enclosure and paneled ceiling (2024), and a 2024 six-passenger street-legal golf cart—included. Additional improvements include a metal roof (2021), new 50-gallon water heater, and updated AC and heat pump.

Whether you’re looking to generate immediate rental income, enjoy a personal island retreat, or both, this property delivers on every level. With its rare weekly rental eligibility, upscale amenities, private tropical setting, and prime Siesta Key location, this is a truly exceptional Gulf Coast opportunity.

SARASOTA

3446 ANGLIN DRIVE

4 Beds

3 Baths

3,064 Sq.Ft.

$1,595,000

MLS#: A4680766

Seller will consider all reasonable offers.
Discover the ultimate boater’s retreat with this exceptional three-bedroom, two-bath home, perfectly positioned West of Trail on the highly coveted Aqualane Canal. Offering over 100 feet of prime waterfront, this property provides saltwater access with effortless passage to Little Sarasota Bay, Robert’s Bay, and the Intracoastal Waterway—an ideal setting for boating enthusiasts and anglers. A private dock equipped with a 12,000-pound boat lift and an additional davit accommodates multiple vessels with ease. Enjoy added peace of mind knowing this home experienced no flooding or storm damage from Ian, Helene, or Milton.
Step inside and take in the stunning water views and backyard oasis that define this home’s appeal. The expansive patio is designed for relaxation and entertaining, featuring a cozy fire pit, landscape and waterfall lighting, and a tranquil koi pond. The meticulously landscaped yard includes drip irrigation and solar lighting for added efficiency and charm.
The spacious interior showcases an open floor plan with elegant Travertine tile throughout much of the living area. The stylish kitchen features white cabinetry, tempered glass countertops, and premium GE and LG appliances—perfect for everyday living and entertaining. The generous master suite is a private sanctuary, complete with an en suite bath, double vanity, custom glass shower, and two large walk-in closets plus a linen closet. Two additional bedrooms offer versatility, with one currently used as an office. The guest bathroom is beautifully appointed with wood cabinetry, granite countertops, and a luxurious jetted tub.
This impeccably maintained home is loaded with upgrades, including a whole-house generator, large propane tank, tankless water heater, AC with a 3-step capacitor, and a new electrical panel (2023). The impressive four-bay split garage (24x23 and 24x27) offers abundant storage for vehicles and recreational toys and includes a smart garage door opener. A Coral stone wood-burning fireplace with supplemental gas assist brings timeless character and warmth to the living space. Additional conveniences include a well-designed laundry room with custom storage and a utility tub, plus a hot-water outdoor hose bib—perfect for pet owners. A durable metal roof ensures lasting protection and storm resistance.
Recent improvements include updated landscaping with uplighting, new sod and stone, and a new septic drain field installed approximately four years ago. Extensively remodeled in 2016, this remarkable waterfront residence blends luxury, comfort, and the quintessential boating lifestyle.
Don’t miss this rare opportunity to own a slice of paradise West of Trail. Schedule your private showing today!

SARASOTA

1648 SHELBURNE LANE

3 Beds

2 Baths

2,166 Sq.Ft.

$1,595,000

MLS#: D6144951

Exceptional waterfront villa on the Intracoastal Waterway in the heart of Siesta Key. Located in the highly sought-after Polynesian Gardens, this rare 3-bedroom residence offers the space and feel of a single-family home with the ease of condominium living.

Designed for seamless indoor-outdoor coastal living, the open great room is anchored by massive 10' x 9' Euro Vista folding doors, flanked by two 8' x 6' fixed Euro Vista window walls, drawing in natural light and framing unobstructed views of the Intracoastal. Step out onto your private paved-brick waterfront patio, where dolphins and manatee are frequent visitors and the water becomes your backyard.

The interior features an open living floor plan with the kitchen, dining, and living spaces connected for effortless entertaining and everyday living. An oversized garage provides ample room for vehicles, golf carts, paddleboards, and all of your island “toys.”

For boating enthusiasts, this is one of only 11 waterfront villas in the community where a private dock up to 26 feet is allowable (not attached to the seawall), offering direct access to Sarasota Bay and the Gulf of Mexico.

Polynesian Gardens is a residential island community with amenities that include a heated pool, clubhouse, community dock, and beach access points just across the street.

Perfectly positioned for an island lifestyle, you won’t need a car here. Siesta Key’s restaurants, shops, and beaches are walkable or golf-cart accessible, and the free Siesta Key trolley stops right outside the neighborhood.

This is a rare opportunity to enjoy private waterfront living on the Intracoastal with the convenience and maintenance-free ease of a condominium community.

SARASOTA

1358 MOONMIST DRIVE B4

3 Beds

2 Baths

1,841 Sq.Ft.

$1,595,000

MLS#: A4679013

Price reduced

MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Go outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.

SARASOTA

724 CROSSWIND AVENUE

3 Beds

3 Baths

2,688 Sq.Ft.

$1,595,000

MLS#: A4673669

#A4666261

SARASOTA

711 S PALM AVENUE 303

3 Beds

3 Baths

1,815 Sq.Ft.

$1,595,000

MLS#: A4666261

Welcome to this exceptional home built in 2024, located in the highly sought-after Indian Beach–Sapphire Shores neighborhood of Sarasota. This thoughtfully designed residence offers 5 bedrooms and 4 full bathrooms, blending modern elegance with relaxed coastal living.

The primary suite is conveniently situated on the first floor, providing comfort and privacy, while a first-floor guest suite is ideal for visitors or multigenerational living. Upstairs, two generously sized bedrooms are connected by a versatile loft, creating a shared flex space perfect for a media lounge, home office, or play area.

An open-concept floor plan filled with abundant natural light creates a seamless space for everyday living and entertaining. Step outside to your private outdoor oasis, featuring a heated pool and spa, fully screened for year-round enjoyment. The expansive lanai is perfect for outdoor dining, entertaining, or unwinding poolside with family and friends.

Ideally located just 3 miles from Downtown Sarasota, 5 miles from St. Armands Circle and Lido Beach, and 10 miles from the world-renowned Siesta Key Beach. Enjoy easy access to premier dining, shopping, and cultural attractions, or take a short 5-minute walk to the Bayfront to enjoy breathtaking sunsets. Sarasota-Bradenton International Airport is only a short drive away, making travel effortless.

This 2024-built home combines modern design, a prime location, and seamless indoor-outdoor Florida living—perfect as a primary residence, vacation retreat, or investment property.

SARASOTA

916 HIGHLAND STREET

5 Beds

4 Baths

2,852 Sq.Ft.

$1,595,000

MLS#: O6375499

This is a condo that gets the details right — the ones that actually matter once you’re living there. From the 17th floor, you’re high enough to clear neighboring buildings, including the Hyatt, which means open views, real sunsets, and clear sightlines over the marina. Fireworks reflect off the water during events, and the evenings feel noticeably quieter than many nearby residences. One of the underrated advantages of this unit is what you don’t hear. Unlike other condos in the area, it’s positioned away from the loud rooftop and mechanical systems of neighboring buildings, including the Ritz-Carlton. The result is a space that feels calm, even though you’re in the middle of everything. Inside, the layout is clean and functional, with motorized shades in the main living areas and bedrooms to make privacy and light effortless. The kitchen has been thoughtfully upgraded with a custom backsplash and a built-in wine fridge — practical improvements that you use every day. The condo also includes two dedicated parking spaces, a meaningful advantage in this part of downtown where many units only have one. Location-wise, it’s hard to beat. You’re walking distance to downtown Sarasota restaurants, steps from the waterfront, close to the marina, and an easy walk to the bridge. The surrounding neighborhood — anchored by the Ritz-Carlton Residences — adds a level of stability and prestige that carries through the entire area. This is a place for someone who wants the benefits of downtown living without the tradeoffs that usually come with it.

SARASOTA

301 QUAY COMMONS 1707

2 Beds

2 Baths

1,578 Sq.Ft.

$1,590,000

MLS#: TB8459345

Price reduced

#A4669307

SARASOTA

33 S PALM AVENUE 1702

2 Beds

2 Baths

1,562 Sq.Ft.

$1,590,000

MLS#: A4669307

#A4673758

SARASOTA

3455 ANGLIN DRIVE

3 Beds

3 Baths

2,558 Sq.Ft.

$1,589,900

MLS#: A4673758

Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.

SARASOTA

1775 STAPLETON STREET

5 Beds

4 Baths

2,853 Sq.Ft.

$1,575,000

MLS#: A4670359

A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.

SARASOTA

749 TROPICAL CIRCLE

4 Beds

2 Baths

2,598 Sq.Ft.

$1,575,000

MLS#: A4673529

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