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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

3,391

# of Listings

2

Avg # of Bedrooms

$698

Avg. $ / Sq.Ft.

$1,382,061

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3391 Properties Found. Page 63 of 227.

Price reduced

Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.

SARASOTA

640 N OSPREY AVENUE

3 Beds

3 Baths

1,738 Sq.Ft.

$1,295,000

MLS#: A4672346

Price reduced

3 homes located in the HEART of PINECRAFT, A 4 bedroom, 3 1/2 bath MAIN HOME, a detached 2 BEDROOM, 2 BATH home and a 1 bedroom, 1 bath home. . Use for INVESTMENT or a FAMILY COMPOUND... A renovation like no other by one of the best contractors in town. Both the MECHANICS and COSMETICS of these properties are astounding, with thought and consideration evident in every room. All the DRAINPIPES have been replaced with PVC, and the PRESSURE LINES are new and supported by TANKLESS HOT WATER HEATERS. The ELECTRICAL SYSTEM has been completely updated, including the panel, wiring, and fixtures. The NEW KITCHEN has stainless steel appliances and granite countertops, with an enormous number of cabinets and counter space. In the MAIN HOUSE, the primary bedroom is complemented by a spacious bathroom and walk-in closet, which includes an ADDITIONAL WASHER/DRYER for that end of the house. The OFFICE, located off the primary bedroom, has its own outside entrance. All the bathrooms are NEW, as are the IMPACT WINDOWS. The main house features a NEW METAL ROOF. The OUTSIDE KITCHEN is made of composite materials not prone to decay. Additionally, the property includes a DETACHED 2-bedroom, 2-bath home that has been completely renovated to the high standards of the owner/contractor, from the drainpipes to the new roof and has a 20 x 08 covered porch... There is also a DETACHED 1-bedroom, 1-bath apartment with a long-term tenant in place. The property boasts a HUGE GARAGE/WORKSHOP and a 2-car carport. Everything is connected by a spacious paver brick driveway and patio sitting area, surrounded by lush landscaping that brings the final touches to this TRULY REMARKABLE INVESTMENT or FAMILY COMPOUND.

SARASOTA

3502 BAHIA VISTA STREET

7 Beds

6 Baths

3,432 Sq.Ft.

$1,295,000

MLS#: A4615828

Price reduced

Luxury Downtown Sarasota Townhome - 2023 Build - Elevator - Private Lockout
Experience elevated downtown living in this meticulously maintained 2,350 sq ft, four-story townhome built in 2023. Located in the heart of Sarasota and just steps to cafés, restaurants, boutiques, nightlife, and the waterfront, the location truly cannot be beat.
Designed with modern sophistication, the home features porcelain flooring throughout, stunning wood staircases with sleek glass railings, and high-end finishes at every turn. The chef’s kitchen is ideal for entertaining with Frigidaire Gallery appliances, an Electrolux vented hood, gas cooktop, convection double oven, soft-close cabinetry, and a spacious open layout.
A rare and versatile feature is the first-floor bedroom with full bath and private lockout — perfect for guests, a home office, multi-generational living, or potential rental income. With four levels of living space and a private elevator servicing each floor, the layout offers flexibility few downtown properties can match.
Enjoy Florida living year-round with an outdoor kitchen plumbed for gas and equipped with a sink. Additional highlights include a two-car attached garage and thoughtful design throughout.
Whether you’re seeking a polished primary residence, a luxurious downtown second home, or an investment opportunity in one of Sarasota’s most desirable locations, this property delivers unmatched versatility and value.

SARASOTA

2187 MAIN STREET

3 Beds

3 Baths

2,350 Sq.Ft.

$1,295,000

MLS#: C7522020

Price reduced

Seller Will consider All Offers!
This rare to find a 1-acre flag lot extends down to the Little Sarasota Bay waterfront in one of the most desirable locales on the sandy barrier island of Siesta Key, across the street from the prestigious Sanderling Club. Imagine a canopied driveway leading to your secluded dream home, with immediate access to all that Siesta Key and the emerald green waters of the Gulf of Mexico and the Intercoastal Waterway have to offer. You will enjoy your personal gateway to endless aquatic adventures, including boating, fishing, kayaking, paddleboarding, and shelling, or just relaxing on the beach. Stroll to your private dock extending approximately 235 feet into the bay waters, capable of docking a boat, jet skis, and kayaks. Walk or cycle 0.3 miles to the limited access Point of Rocks beach, a unique snorkeling and scuba diving spot, at the southern end of the world-renowned Siesta Key Beach, famous for its powdery white sands and calm, crystal clear waters. The Key’s South Village, adjacent to the island’s south bridge to the mainland, is a mere 0.7 miles from your front door. In addition to Siesta Key’s best beach bars, South Village has a shopping area, grocery store, restaurants, fish market, and beach rentals, as well as a Marina, where your recreational boating needs abound. You won’t want to leave your new digs, but there is a lot more to this area. A tropical paradise married to a clean, vibrant city with a historic downtown is a rare combination, but it’s yours, only 7 miles up the coast in Sarasota, making it the epitome of Florida’s Sun Coast living! In addition to its charming feel, Sarasota boasts a world-class Arts and Entertainment scene, with an array of upscale shops, gourmet restaurants, and vibrant nightlife venues to lure you out of your beach home for a “night on the town.” Indulge in a performance of a classic opera at the internationally acclaimed Sarasota Opera House, or catch a live blues show in a waterfront bar. Come claim your piece of Paradise! DRONE VIDEO ATTACHED TO THE LISTING! ***Also being offered as a land home package at MLS# A4622370***

SARASOTA

7401-B MIDNIGHT PASS ROAD

None Beds

None Baths

0.98 acres

$1,290,000

MLS#: A4603484

Welcome to Your Siesta Key Sanctuary.
Step into paradise with this turnkey furnished condo in the highly sought-after Casarina complex, offering 200 feet of private beach access on the world-renowned Crescent Beach. Nestled on a lush 7-acre property, Casarina features beautifully landscaped gardens, tennis and pickleball courts, a beachside pool and spa, an elevated beach deck, and a welcoming clubhouse—all just steps from the famous crystal sands of Siesta Key Beach.
Located on the third floor, this residence boasts a newly updated kitchen, luxury vinyl flooring, an updated guest bath, and a new AC unit. Enjoy serene garden views from your 17-foot screened balcony, with a peek-a-boo view of the Gulf and pool areas.
Need extra space? The flexible 8’ x 8’ breakfast nook can easily be transformed into a home office or additional sleeping area.
Casarina is a well-maintained 89-unit complex with fully funded reserves and recent complex renovations. Owners can bring one small pet, and enjoy the convenience of a covered carport and access to the free Siesta Key Trolley for dining, shopping, and entertainment.
Whether you're paddle boarding, kayaking, biking, or simply relaxing on the beach, this condo offers the perfect blend of island lifestyle and resort-style amenities.

SARASOTA

5880 MIDNIGHT PASS ROAD 306

2 Beds

2 Baths

1,498 Sq.Ft.

$1,285,000

MLS#: A4665591

Welcome to your own private country retreat, nestled on nearly five acres of fenced land. This unique 3-bedroom, 2.5 bathroom home with soaring ceilings and lots of natural light blends rustic charm with modern comfort and is accessed by a pristine shell driveway. Meticulously maintained with new metal roof in 2020.

The main level features a primary bedroom with an en-suite bathroom and walk-in closet. The separate laundry room is on the main level. Upstairs, two additional bedrooms share a large landing area—a versatile bonus space perfect for a home office, with a large window overlooking the view of the land.

The outdoor space is just as impressive. A large, east-facing deck is perfectly positioned for tranquil mornings and enjoying stunning sunrise views over the acreage, which is framed by majestic oak trees. It’s common to see deer and Sand Hill Cranes and Whistling ducks on the property. Did you make us coffee yet? Swing on the front porch and listen to the song birds. Beyond the attached 3-car garage, a separate oversized detached garage and workshop provides a haven for hobbyists or car enthusiasts. This space is equipped with three roll-up doors and a vehicle lift. For equestrian or animal lovers, there’s a three-sided shed with two pens and two open stalls Landscaped shell parking provides plenty of room for RV, boat and guests.

This estate is nestled in a community with horse trails, offering both privacy and outdoor adventure.
Whether you’re seeking space for your passions, room for animals, or simply a serene lifestyle close to Sarasota, shopping, entertainment, dining, beaches, boat ramp, 1901 Joshua Drive delivers it all—land, lifestyle, and lasting value.

SARASOTA

1901 JOSHUA DRIVE

3 Beds

2 Baths

2,929 Sq.Ft.

$1,275,000

MLS#: A4663101

Ideally located on Palm Island in the heart of Siesta Key, this elevated block-construction home offers the ultimate blend of style and resilience. Situated on nearly a quarter-acre, this 2-bedroom, 2-bathroom residence includes a generously-sized office currently utilized as a 3rd bedroom. Elevated over 10 feet, the home features a metal roof (2019), hurricane impact windows (2019), newer HVAC (2022) and new exterior paint (2026). The interior shines with fresh paint, designer lighting, and a custom statement banquette. An updated kitchen with marble countertops is open to the ample living and dining space, perfect for entertaining. The oversized owner’s suite boasts a walk-in closet and an ensuite bath with dual sinks, and double doors opening to the deck and pool area. Outside, enjoy the newly installed heated pool and paver deck overlooking a tranquil saltwater pond, which provides additional privacy. Just blocks from the world-famous Siesta Key Beach and less than a mile from the Village, this is island living at its finest.

SARASOTA

421 ISLAND CIRCLE

2 Beds

2 Baths

1,444 Sq.Ft.

$1,275,000

MLS#: A4681301

Live on the beach! Direct and unobstructed views of the beautiful Lido Beach. This small and intimate building lives like have a single family home on the beach. One of only 14 units that rarely become available. Ideally located between the Ritz Carlton Beach Residences and Club and the new Ocean Properties Resort/Opal Collection to be built. This second-floor condominium received no storm damage. Two spacious bedrooms, an open kitchen, and separate laundry room. Nicely updated and ready for your enjoyment. This location on Lido is superb and convenient to restaurants on Lido and St. Armands and shopping on St. Armands. The trolley stops at your door for easy access to all of the community amenities and downtown Sarasota dining, shopping, and farmer's market. You must see this view and location, there's nothing better!

SARASOTA

1336 BENJAMIN FRANKLIN DRIVE 2A

2 Beds

2 Baths

1,587 Sq.Ft.

$1,275,000

MLS#: A4675563

Back on the market! Beautiful triplex that went through a total renovation 2024. A re-roof project was completed in 2022 and is under a transferable warranty. Property can be rented as 3 separate units - Studio, One Bedroom, Three Bedroom. Property could easily be converted to a duplex (2 BR / 1 BA + 3 BR / 2 BA) in the event the owner prefers to live in one unit and rent the other.
Just a few blocks from Siesta Village and an easy stroll to the beach, this is a great location to enjoy what Siesta Key has to offer! Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF

Total living Space - 2173 SF
Main Unit - 3 BR / 2 BA - Approx - 1400 SF
Second Unit - 1 BR / 1 BA - Approx. 600 SF
Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF

SARASOTA

604 AVENIDA DE MAYO

4 Beds

None Baths

2,173 Sq.Ft.

$1,250,000

MLS#: A4671973

#A4682581

SARASOTA

5324 SIESTA COURT

3 Beds

4 Baths

3,050 Sq.Ft.

$1,250,000

MLS#: A4682581

Welcome to Lakehouse Cove, where lakeside living meets resort-style amenities in the heart of Waterside. This thoughtfully designed single-story Homes by Towne built Capstan floor plan has been expanded to include an optional study/flex space, complementing its 3 bedrooms, 2.5 baths, and versatile media room/den. From the moment you enter, you’ll be wowed by the expansive layout, featuring views of the pool and outdoor living space, along with soaring tray ceilings with recessed lighting. At the front of the residence, you’ll find two bedrooms and a full bath, creating a private guest retreat for visitors or family, thoughtfully separated from the primary living areas. As you make your way into the primary living space, an expansive great room unfolds, anchored by a formal dining area, a well-appointed kitchen, an inviting kitchen dining space, and a tucked-away den.
Outdoor living takes center stage with an expansive space designed for entertaining and everyday enjoyment, complete with an outdoor kitchen, saltwater pool and spa, and inviting areas for morning coffee or evening sunsets. A south-facing lanai brings in beautiful natural light and warmth, enhancing the outdoor living experience from morning through evening. Just steps away inside is the ½ pool bath, conveniently located for easy access from the pool. The private office or flex room at the rear of the home also provides direct access to the pool, making it the perfect workspace with a view.

The generously sized primary suite offers a tranquil retreat, with pool views, an expansive walk-in closet with built-ins and split-vanity primary bath. The additional flexible den space can easily serve as a second office, media room, wine room, or creative space—the possibilities are endless. This home is thoughtfully appointed with impact windows and doors throughout, a spacious 3-car garage (perfect for your golf cart!) and smart home features that control interior and exterior lighting, temperature, garage controls and more.

A quick golf cart or bike ride away is Waterside Place, with shopping, dining, entertainment and the beloved Sunday’s Farmers Market and Ranch Nite. The community features a state-of-the-art fitness center, clubhouse with a lifestyle director, resort-style pool and spa, multiple pickleball courts, and miles of scenic walking trails for exercise or leisure. Located in South Lakewood Ranch, you'll enjoy easy access to UTC Mall & shopping, as well as Downtown Sarasota and the area's beautiful beaches.

SARASOTA

7953 MAINSAIL LANE

3 Beds

2 Baths

2,638 Sq.Ft.

$1,250,000

MLS#: A4677743

#A4680493

SARASOTA

1750 BENJAMIN FRANKLIN DRIVE PH-F

2 Beds

2 Baths

1,781 Sq.Ft.

$1,250,000

MLS#: A4680493

The Velocity Project presents an exceptional opportunity to acquire a shovel-ready luxury condominium development in Sarasota’s rapidly growing Gillespie Park neighborhood. This offering is structured as a true turnkey investment, with the sale including complete architectural drawings, technical reports, cost analyses, and all supporting materials needed for a smooth development process. With Development Review Committee approvals already secured and permits projected within approximately six weeks, the project is positioned for an expedited construction start.

The approved design, created by the acclaimed Solstice Architecture Firm, reflects an aesthetic influenced by the coastal architecture of Spain and Portugal. The development plans call for six generously sized residences designed with high-end finishes, modern layouts, and upscale amenities that appeal to today’s luxury buyers.

Situated on a quarter-acre site with Downtown Edge (DTE) zoning, the property benefits from a location within one of Sarasota’s most dynamic and evolving districts. Gillespie Park continues to attract strong buyer interest and investment, supported by a lively environment of local shops, dining destinations, and a diverse mix of architectural character.

This is a rare chance to move forward with a fully entitled project while avoiding the lengthy planning stages. Reach out today to obtain detailed project information, financial data, construction estimates, approved plans, and to arrange a site visit.

SARASOTA

1923 5TH STREET

None Beds

None Baths

0.24 acres

$1,250,000

MLS#: A4682868

Price reduced

Culinary Artist. Performer. Hobbyist. Swimmer. Horticulturist. Auto Enthusiast. Host. However you define your passions, this extraordinary residence rises to meet them with effortless sophistication.

A truly distinctive, custom-built masterpiece, this home is set on a private, lush, tropical 1+ acre oasis in beautiful Hidden Forest — a secluded sanctuary that feels worlds away, yet is only minutes from University Town Center, Lakewood Ranch, Jessica's Famous Farmstand, and Nathan Benderson Park. This property offers exceptional privacy, refined luxury, and thoughtful accommodations for every lifestyle, including a paver pad with 50-amp service for your boat or RV and two separate two-car garages — one oversized with abundant storage and lift installation capability.

Designed with a luxurious multi-level open floor plan, the home balances grand-scale entertaining with intimate everyday comfort. The chef’s kitchen is a showpiece, appointed with quartz countertops, a generous center island, pantry, wet bar, and premium Thermador, Miele and Frigidaire Professional appliances purchased in 2021. A steam oven, warming drawer, five foot wide refrigerator and a dual fuel 6 burner range (gas top and electric range) elevate the culinary experience.

The formal dining and living rooms are equally impressive, with a built-in projector and screen for private cinematic evenings. A spacious family room anchored by a wood/gas-burning fireplace creates a warm and welcoming atmosphere. A dedicated bonus room — currently an arts and crafts studio — offers limitless flexibility, while a private office with custom built-in desks and closet provides an elegant work-from-home retreat.
Outdoors, the expansive covered lanai is designed for refined entertaining, complete with a fully equipped summer kitchen and a striking saltwater pool adorned with tranquil waterfalls and fountains, all set against serene preserve views. Meticulous attention to detail continues throughout the home, including more than 10 skylights, a new roof (2025), all new hurricane-impact windows installed in 2023 (excluding sliders), and new A/C units installed in 2022. Additional enhancements include a tankless water heater, 400-amp electrical service, custom landscape lighting, illuminated dimmer switches and ceiling fans throughout.

The mid-level entertainment lounge is ideal for billiards or cards, while the upper level is reserved for restful privacy. The grand primary suite is complemented by a conveniently located laundry room and opens through a sliding barn door to a spa-inspired bath of European elegance. Features include a freestanding soaking tub, dual vanities with Calacatta marble countertops, bespoke finishes, and a dramatic walk-in shower illuminated by a skylight and appointed with a rain showerhead and therapeutic body jets. A private morning kitchen with coffee station, wine cooler, and additional cabinetry completes this serene retreat. This is more than a home — it is a refined estate designed to elevate every pursuit.

SARASOTA

4710 HIDDEN FOREST LANE

3 Beds

2 Baths

3,597 Sq.Ft.

$1,250,000

MLS#: A4684063

DIRECT GULF-FRONT residence in the highly sought-after #6 stack at St. Armands Tower South on Lido Beach. This stack provides full Gulf views from every room.

Open-concept living with sliding glass doors leading to a 40-foot private balcony overlooking the beach and Gulf. The balcony provides outdoor access from both bedrooms and the main living area.

The kitchen features custom cabinetry with glass-front uppers, stone countertops, mosaic tile backsplash, stainless steel appliances, breakfast bar seating, and track lighting. The kitchen opens directly to the dining and living areas, allowing uninterrupted Gulf views from the primary living spaces.

The primary bedroom offers direct balcony access, Gulf views, and a walk-in closet with ample storage. The primary bathroom includes a stone vanity, framed mirror with tile surround, built-in storage cabinetry, and a glass-enclosed shower.

Large-format tile flooring runs throughout the main living spaces and bedrooms, and the residence is filled with natural light.

The residence is equipped with electric hurricane shutters to all windows and sliders for added protection and ease of operation.One covered carport space is included, along with a private storage closet.

St. Armands Tower South is a well-managed, pet-friendly community (up to 25 lbs). Building amenities include a Gulf-front heated pool, updated lobby, community room with kitchen, library, fitness center, laundry facilities on each floor, and on-site management and maintenance supervision.

The property is located two blocks from St. Armands Circle, offering convenient access to dining, shopping, and local events. Downtown Sarasota is approximately three miles away.

Furniture and accessories may be available under separate sale.

SARASOTA

101 BENJAMIN FRANKLIN DRIVE 66

2 Beds

2 Baths

1,351 Sq.Ft.

$1,250,000

MLS#: A4682218

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