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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

2,527

# of Listings

2

Avg # of Bedrooms

$642

Avg. $ / Sq.Ft.

$1,273,051

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$1M - $3M

478 Properties Found. Page 24 of 32.

Located within one of Sarasota’s most desirable private golf course communities, this custom Laurel Oak Country Club residence is ready to welcome its next owners. Designed and built by Arthur Rutenberg, the home has been lovingly maintained since its completion and sits on a beautiful 1.13-acre homesite backing to tranquil green space. Enjoy your morning coffee surrounded by nature, with deer frequently passing through the property. There is also ample room to add a pool, creating an ideal setting for gathering with family and friends. The versatile floor plan offers exceptional flexibility for both growing families and empty nesters. Soaring ceilings define the main living area, where expansive sliding glass doors fill the space with natural light and create a seamless connection to the outdoors. The centrally located kitchen and living areas provide an inviting environment for everyday living and entertaining, while a dedicated office offers an ideal workspace or private studio. The climate-controlled three car tandem garage provides generous room for three large vehicles, a golf cart, or a workshop, as currently enjoyed by the owner. A spacious dedicated laundry room adds to the home's functionality. Updated mechanical systems, including a newer HVAC equipment, a newer water heater, and a newer flat-tile roof, provide additional peace of mind. Ideally positioned within Laurel Oak, this home offers an exceptional opportunity to bring your own vision, personal style, and updates to create a residence uniquely your own. Schedule your private showing today.

SARASOTA

2686 DICK WILSON DRIVE

3 Beds

3 Baths

3,571 Sq.Ft.

$1,295,000

MLS#: A4701018

There’s something special about a home that feels just as beautiful as the view outside, and this beachfront residence on Lido Key is exactly that.
With two bedrooms, two bathrooms, and unobstructed views of the Gulf of Mexico, this thoughtfully designed condo pairs relaxed coastal living with warm, timeless details. From the moment you walk in your eye is drawn straight to the water, with Gulf views filling the main living spaces and creating a backdrop that never gets old.
The heart of the home is the beautifully designed kitchen, a space that feels naturally suited for gathering. A remarkable 15-foot island topped with Praa Sands quartz anchors the space, complemented by maple cabinetry, Arabesque tile, deluxe appliances, and a handcrafted copper sink from Mexico that adds just the right amount of character. An oversized breakfast bar makes casual mornings easy, while the open layout allows everyone to stay connected.
Gulf views are woven into nearly every part of the living experience. Just off the main living area, accordion doors open to a climate-controlled sunroom wrapped in glass, creating an inviting place to relax and enjoy the view year-round. An open-air terrace and oversized covered and screened lanai offer even more space to enjoy the setting, whether it is morning coffee, dinner with friends, or gathering with family as the sun sets over the Gulf.
Throughout the residence, thoughtful features add both comfort and function, including impact windows and sliding glass doors, beautifully designed bathrooms, a steam shower in the owner’s suite, whole unit water purification, interior laundry, raised ceiling heights, solid wood interior doors, and porcelain wood plank tile flooring. These well considered details reflect the attention to detail and quality found throughout the home.
The residence is being offered partially furnished and includes a dedicated parking space conveniently located in the covered garage on the second floor, along with an exceptionally large private storage closet, two features that make beach living that much easier.
Lido Surf and Sand offers a collection of amenities, including a pool and spa, fitness center, shuffleboard court, and on-site manager. The community’s social room is currently being refreshed, creating an updated space for residents to gather and connect.
And the location is hard to beat. St. Armands Circle is less than a mile away, putting some of Sarasota’s favorite restaurants, boutiques, and cafés within easy reach. Just across the street, Ted Sperling Park offers another side of island life, where you can launch a kayak or paddleboard and wind your way through peaceful mangrove tunnels.
Beautifully designed, wonderfully livable, and framed by endless Gulf views, this is the kind of place where the setting becomes part of the home and everyday life feels a little more like vacation.

SARASOTA

1100 BENJAMIN FRANKLIN DRIVE 204

2 Beds

2 Baths

1,576 Sq.Ft.

$1,295,000

MLS#: A4704167

On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota.

SARASOTA

121 HOLLY AVENUE

3 Beds

3 Baths

1,883 Sq.Ft.

$1,295,000

MLS#: A4686397

Welcome to 1262 May Lane, a beautifully appointed townhome at Valencia in Sarasota’s vibrant Rosemary District. Thoughtfully designed with refined finishes and functional upgrades throughout, this residence offers en-suite bedrooms, hardwood floors, crown molding, custom closets, and abundant storage. The gourmet kitchen is equipped with solid-wood cabinetry, a waterfall-edge quartz island, Sub-Zero refrigerator, and Wolf dual-fuel range and oven. Large windows with Hunter Douglas Silhouette shades bring in generous natural light, while upgraded fixtures and finishes create a polished, cohesive feel. The primary suite opens to a private balcony with bamboo-composite flooring and a built-in cabinet with sink, an inviting spot to enjoy Sarasota’s open air. The laundry area includes a smart washer and dryer with quartz countertop, and the mudroom offers bench seating, extensive cabinetry. Practical features include a whole-house water-treatment system, central vacuum with Hide-A-Hose outlets on each level, impact windows, and a spacious two-car garage with epoxy flooring, storage systems, service door, and Wi-Fi battery-backup door opener. Conveniently located near The Bay Park and downtown Sarasota, this home is also walkable to the Rosemary District’s excellent dining, shopping, and neighborhood energy.

SARASOTA

1262 MAY LANE

3 Beds

3 Baths

2,291 Sq.Ft.

$1,295,000

MLS#: A4707471

This model home purchase includes our Model Leaseback Program. Model leaseback terms vary by model home. Please see a Community Sales Manager for additional details. Restrictions may apply.

What's Special: Pond View | Close to Trails | Close to Amenities. Model Leaseback - Available Now for Closing! Welcome to the Pallazio II at 10594 Eclipse Street in Esplanade at Skye Ranch! This thoughtfully designed home features an open layout with a gourmet kitchen overlooking the dining area and great room. The private primary suite offers a spacious bath and walk-in closet, while a dedicated study and two secondary bedrooms with en-suites provide flexibility for guests or a home office. Enjoy Florida living with an extended covered lanai, outdoor kitchen, private pool, and 3-car garage. Additional highlights include: 10' ceilings, 8' interior doors, impact windows, tray ceiling package, upgraded quartz countertops, and interior door from primary closet to laundry. MLS#A4694193.

Live your dream vacation every day at Esplanade at Skye Ranch! This resort-style community offers access to the Hub, Rendezvous Park, Turner Park, and future amenities at The Venue. Enjoy a Bahama Bar and Grill, resort-style pool, fitness center, bocce courts, Bark Park, sports fields, and community parks. Designed for wellness, recreation, and connection.

SARASOTA

10594 ECLIPSE STREET

3 Beds

3 Baths

2,833 Sq.Ft.

$1,292,616

MLS#: A4694193

Pre-Construction. To be built. Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build.

A select builder has plans ready for this lot, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. The style of the home must match the community guidelines. The property is also located close to the highly regarded Pine View School, along with other highly rated public and private schools nearby.

This private and gated neighborhood is great for boaters, offering community deeded access to the bay to relax, and a community day dock available upon reservation. If a resident is selling, a private boat slip may become available. Enjoy direct access to the Intracoastal Waterway.

Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.

SARASOTA

1740 ASSISI DRIVE

4 Beds

4 Baths

3,357 Sq.Ft.

$1,289,000

MLS#: A4707266

Price reduced

Island living begins here. Thoughtfully renovated and meticulously maintained, this exceptional 2,216-square-foot, three-bedroom PLUS studio, two-bathroom residence seamlessly blends modern comforts with timeless coastal appeal on a quiet street in the heart of Siesta Key. From the moment you step through the front door, you're welcomed by a captivating view of the sparkling heated screened pool, setting the tone for a home designed to embrace effortless indoor-outdoor living. A desirable split-bedroom floor plan offers privacy and functionality, while porcelain tile flooring and IMPACT-RESISTANT windows and sliding glass doors enhance both comfort and peace of mind. The beautifully appointed kitchen features Cambria quartz countertops, a farmhouse sink, a gas cooktop, and a spacious island with additional storage, flowing seamlessly into the home's inviting living spaces. A charming shiplap-accented living room overlooks the tropical backyard, creating a warm and welcoming setting for everyday living and entertaining. Privately tucked away, the primary suite offers vaulted ceilings, French doors opening to the lanai, dual walk-in closets, and a spa-inspired bath with a cast-iron clawfoot soaking tub. Step outside to your private island retreat, where the heated screened pool is surrounded by Shell-Lock pool deck and coping, an outdoor shower, landscape lighting, a mature oak tree, Christmas palm, and multiple Areca palms, creating a tranquil setting complete with a hammock for relaxing in the coastal breeze. Adding to the home's versatility, the private studio with its own exterior entrance offers endless possibilities as a home office, creative studio, fitness room, or fourth bedroom. Additional highlights include a tankless water heater, a high-efficiency HVAC system with infrared filtration, recessed LED lighting throughout, and exceptional attention to detail. Perfectly positioned in the heart of Siesta Key, this remarkable home offers convenient access to world-renowned Siesta Beach, Siesta Village, and downtown Sarasota.

SARASOTA

5125 SANDY BEACH AVENUE

3 Beds

2 Baths

2,216 Sq.Ft.

$1,280,000

MLS#: A4701734

THIS IS THE ONE YOU’VE BEEN WAITING FOR! If privacy, space, recreation, and a little country luxury are on your wish list, this incredible 10.97-acre log cabin estate delivers!

From the moment you arrive, the wraparound porch sets the tone for relaxed country living. Inside and out, this property is packed with features that are hard to find—starting with a gorgeous private pool complete with a pool bath, an outdoor cooking area, a fire pit for unforgettable evenings, and a stocked pond teeming with fish. Add the abundant wildlife, and you have your own private retreat where every day feels like a getaway.

The 1,446 sf (under air) log cabin offers 3 bedrooms/2 baths and the detached residence offers 2 bedroom/1 bath and exceeds 1,000 square feet—perfect for guests, extended family, a home office, studio, recreation space, or whatever your lifestyle demands.

ADDITIONAL FEATURES THAT SET THIS PROPERTY APART:

• 30-kW military-grade generator powers both residences
• 500-gallon diesel tank
• Andersen windows and doors
• R-Panel metal roof - less than 5 years old
• Updated plumbing - less than 10 years old
• Irrigation surrounding the main residence

This is more than a home—it’s a private lifestyle estate with room to breathe, entertain, relax, and enjoy the outdoors. Whether you’re looking for a secluded family compound or a property with exceptional flexibility, this one deserves a closer look.

Properties with this combination of land, amenities, and infrastructure don’t come along often. Come experience it for yourself!

SARASOTA

15190 LEEANN ROAD

3 Beds

2 Baths

2,446 Sq.Ft.

$1,275,000

MLS#: A4704527

Full gulf views and right on the beach! Experience breathtaking coastal living from this spectacular 10th-floor condominium at Crystal Sands on Siesta Key being offered turnkey furnished. Enjoy panoramic beach and gulf views from the living areas and both bedrooms, creating an incredible backdrop for morning coffee, relaxing afternoons, and unforgettable sunsets. From this elevated vantage point, you'll also enjoy beautiful views of downtown Sarasota. Located directly on Siesta Key's desirable Crescent Beach, this residence offers the quintessential Florida beach lifestyle. The comfortable floor plan features spacious living areas, luxury vinyl plank flooring, newer appliances and a 30-foot lanai accessible from the living room and both bedrooms. Excellent rental income opportunity with 2-week rentals permitted and an onsite rental management staff to handle every detail. Enjoy the flexibility of using the condominium as your own private beach retreat while generating rental income when you're away. Whether you're looking for a vacation home, investment property, or the perfect combination of both, this is a rare opportunity to own a gulf-view residence in one of Sarasota's most desirable locations. Pet friendly.

SARASOTA

6300 MIDNIGHT PASS ROAD 1005

2 Beds

2 Baths

1,240 Sq.Ft.

$1,275,000

MLS#: A4706234

Rare Opportunity in the Heart of Sarasota — Nearly Half Acre of Prime Land

Three contiguous buildable lots being sold together, offering approximately 20,250 sq ft or nearly 0.46 acres in one of Sarasota’s most desirable and rapidly growing locations. Each lot 6,750 sq ft—providing flexibility and scale that is rarely available this close to Downtown.
Offered at $1,260,000 for all three lots—$420,000 per lot.

A true opportunity for developers, investors, or end users. Build three new construction homes, create a private compound, or design a custom residence with room for a pool, guest house, and expansive outdoor living. With no HOA restrictions, you have the freedom to build on your timeline, choose your own builder, and maximize the full potential of the land.

Utilities including water and electricity are available nearby for connection, making this a strong and ready-to-develop site.

The location is what truly sets this property apart. Just minutes from Downtown Sarasota, you’re surrounded by some of the area’s best dining, shopping, entertainment, and waterfront experiences. Spend your weekends at the Sarasota Farmers Market, enjoy waterfront dining at Marina Jack, or take in the views along the bayfront.

A short drive brings you to St. Armands Circle, known for its upscale boutiques and restaurants, and from there to Lido Key for sunsets and beach days. You’re also within easy reach of the world-renowned Siesta Key Beach, as well as Longboat Key and Anna Maria Island.

Everyday convenience is unmatched—approximately 5 blocks to Publix, 5 blocks to Payne Park (featuring a dog park, walking trails, tennis courts, and recreational amenities), and just 1.2 miles to Sarasota Bayfront/Island Park and Marina Jack. The Legacy Trail is only 2 blocks away, while Sarasota Memorial Hospital and Southside Village are just minutes away, offering additional shopping, dining, and lifestyle options.

Additional nearby destinations include The Ringling Museum, Ca’ d’Zan Mansion, SRQ Airport, and University Town Center (UTC), providing even more dining, shopping, and entertainment options.

Opportunities like this are becoming increasingly limited in Sarasota—especially parcels offering this size, location, and flexibility without HOA restrictions.

SARASOTA

0 BAY STREET

None Beds

None Baths

0.46 acres

$1,260,000

MLS#: A4688455

Under Construction. Residence 401G at The Gallery Sarasota offers a rare blend of single-level convenience, private rooftop living, and boutique downtown design. This 2-bedroom plus office residence features 2.5 baths, 1,334 square feet of interior living space, and a private rooftop terrace with a partial water view.
The main level is designed for effortless everyday living, with 10'4" ceilings, full-height windows, a generous primary suite, powder bath, laundry, and a modern kitchen anchored by a 10-foot statement island. Upstairs, the private rooftop level creates a distinctive retreat with a 156-square-foot terrace, a private office or den, and a second primary suite with its own terrace. The dual-suite layout offers exceptional flexibility for guests, extended stays, or shared ownership.
The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries for a more private, less hotel-like feel, impeccably crafted Italian finishes, deeded private garage parking, storage, a rooftop pool and social lounge, and a two-room fitness center with yoga studio.
With just one residence remaining in the Majestic Rooftop Collection, 401G presents a rare opportunity to experience private rooftop living in downtown Sarasota. Schedule a private hardhat tour to experience the residence, amenities, and walkable downtown location firsthand.

SARASOTA

1305 4TH STREET 401G RT

2 Beds

2 Baths

1,344 Sq.Ft.

$1,259,000

MLS#: A4686656

#C7507070

SARASOTA

1212 BENJAMIN FRANKLIN DRIVE 102

2 Beds

2 Baths

1,548 Sq.Ft.

$1,250,000

MLS#: C7507070

Welcome to 800 Tailwind Place, an exceptional residence in LakeHouse Cove at Waterside, Lakewood Ranch’s only waterfront Sarasota County village, where refined design, serene lake views, and resort-inspired amenities come together in one of the area’s most desirable settings. A paver driveway and walkway, elegant tile roof, covered front porch, and leaded-glass entry create an inviting first impression. Inside, plank-style tile flooring, a clerestory window, designer lighting, and a beautifully defined dining room introduce a sophisticated, light-filled interior. The main living area is anchored by an electric fireplace with built-in glass display shelving, a tray ceiling, and triple sliding glass doors that open seamlessly to the expansive screened lanai for effortless indoor-outdoor living. The open kitchen is equally impressive with a custom tile backsplash, natural gas cooktop, stainless steel appliances, double convection ovens, premium shaker-style cabinetry, walk-in pantry, and a generous center island with natural stone counters and bar seating beneath statement pendant lighting. An adjoining casual dining area features designer lighting and integrated buffet cabinetry with natural stone and extra storage. A private den with a sliding barn door and built-in desk adds flexibility, while the spacious laundry room offers cabinetry, sink, and convenient 3-car garage access. The thoughtfully separated bedroom layout enhances privacy, with the primary suite featuring lake views, a sitting area, dual vanities, and an upgraded large walk-in closet. Two additional bedrooms include plank-style tile flooring, ceiling fans, plantation shutters, and built-in closets, with access to a stylish bath featuring a walk-in shower and solid-surface vanity. A conveniently located half bath offers direct lanai access. Outdoors, the oversized screened and covered lanai with brick pavers, a ceiling fan, recessed lighting, and tranquil lake views extends the living space, complemented by a fenced dog run, lush tropical landscaping, and a lakeside paver patio. Set amid seven lakes, nature preserves, and more than 20 miles of shoreline, LakeHouse Cove offers maintenance, including lawn care, along with an impressive collection of amenities including a clubhouse, fitness center, resort-style pool, white-sand beach, fire pits, six pickleball courts, bocce, dog parks, playground, event lawns, boathouse facilities, reservable single and tandem kayaks, scenic multi-use trails, and boat-taxi service connecting to Waterside Place. Nearby Waterside Place brings dining, shopping, coffee, boutiques, weekly markets, live music, movies, and community events to the lakefront, while the greater Lakewood Ranch lifestyle offers exceptional golf opportunities and proximity to the renowned Sarasota Polo Club. Convenient access to University Parkway, I-75, UTC, Sarasota-Bradenton International Airport, and downtown Sarasota. Additional upgrades include energy-efficient A/C, whole-house water filtration, hurricane-impact glass, smart-home automation with alarm, EV charging, enhanced air filtration, extensive landscaping, and exterior insect control. 800 Tailwind Place delivers a polished blend of luxury, comfort, recreation, and the distinctive waterside lifestyle.

SARASOTA

800 TAILWIND PLACE

3 Beds

2 Baths

2,464 Sq.Ft.

$1,250,000

MLS#: A4707885

TROPICAL PARADISE WITH JUST A SHORT WALK AWAY FROM THE WORLD-FAMOUS SIESTA KEY BEACH! Welcome to your own slice of paradise, where the Florida lifestyle truly comes to life. This 3-bedroom, 2-bathroom home is surrounded by lush, mature landscaping featuring majestic palms, beautiful banyan trees, and tropical foliage that creates a private backyard oasis.
Step outside and enjoy your own resort-style retreat, complete with a large swimming pool accessible from multiple areas of the home, making indoor-outdoor living and entertaining effortless. Meandering outdoor walkways lined with coconuts lead you through the tropical landscape to a spacious pavered outdoor area perfect for grilling, entertaining, and making memories with family and friends.
Inside, the home offers a desirable split-bedroom floor plan, providing privacy and flexibility for family and guests. Additional features include a separate laundry room, spacious 2-car garage, and an electric vehicle charging station.
Location is everything, and this one is hard to beat! Nestled in the one-of-a-kind Siesta Isles community, you can walk or ride your bike to the world-renowned Siesta Key Beach and Siesta Key Village without ever having to get on a main road. Enjoy the best of Siesta Key with beautiful beaches, dining, shopping, entertainment, and the laid-back island lifestyle all just moments from home.
Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property offers the perfect combination of location, privacy, tropical surroundings, poolside living, and true Siesta Key charm. Come experience the paradise waiting for you in the backyard!

SARASOTA

5541 CAPE AQUA DRIVE

3 Beds

2 Baths

1,828 Sq.Ft.

$1,250,000

MLS#: A4704963

Welcome to Windward at Lakewood Ranch, where luxury, comfort, and convenience come together in one of the area's most sought-after gated communities. Situated on a premium preserve homesite with tranquil nature views and direct access to walking and jogging paths, this rarely available Savannah II floor plan offers nearly 2,900 square feet of thoughtfully designed single-story living.
This beautifully appointed home features 3 bedrooms, 3 full baths, a versatile club room, and an extended garage. Designed for both everyday living and entertaining, the open-concept floor plan showcases a gourmet kitchen with gas cooktop, oversized center island, abundant cabinetry, and seamless flow into the spacious great room and dining area.
The private owner's suite serves as a luxurious retreat with recessed ceiling detail, dual walk-in closets, a spa-inspired bath featuring dual vanities, soaking tub, and separate corner shower. A guest suite with en-suite bath and walk-in closet provides privacy for visitors, while the third bedroom and club room offer flexibility for a home office, media room, fitness space, or additional gathering area.
Enjoy Florida outdoor living from the expansive extended covered lanai complete with outdoor kitchen and grill, all overlooking a serene preserve setting.
Notable upgrades include impact-resistant windows throughout, 8-foot interior doors, foam insulation in exterior block walls, and a 4-foot garage extension with epoxy floors.
Windward residents enjoy resort-style amenities and a prime southern Lakewood Ranch location with convenient access to downtown Sarasota, world-famous Gulf Coast beaches, shopping, dining, golf, parks, entertainment, and top-rated schools.
Experience the ease of single-story living in one of Lakewood Ranch's most desirable communities.

SARASOTA

2493 PARADISE PLUM DRIVE

3 Beds

3 Baths

2,868 Sq.Ft.

$1,250,000

MLS#: A4695696

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