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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

2,846

# of Listings

2

Avg # of Bedrooms

$671

Avg. $ / Sq.Ft.

$1,362,732

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

2846 Properties Found. Page 33 of 190.

Price reduced

Virtually Staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.

SARASOTA

1714 SOUTH DRIVE

4 Beds

4 Baths

3,105 Sq.Ft.

$2,095,000

MLS#: A4686448

Price reduced

Experience elevated living in the highly sought-after Skye Ranch community of Sarasota. Perfectly positioned on Starry Night Avenue, this expanded Beacon Model offers an impressive 4,877 square feet under air across two thoughtfully designed levels, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. Meticulously maintained and beautifully appointed, this four-bedroom residence features four full baths and two half baths, including three private ensuite bedrooms and a fourth bedroom with Jack-and-Jill bath access. The main living areas are enhanced by soaring ceilings, elegant flooring, and expansive open spaces designed for both everyday comfort and effortless entertaining. At the heart of the home, the gourmet kitchen is a culinary showpiece, appointed with a Monogram six-burner gas range top with pot filler, double dishwashers, a separate beverage refrigerator with pass-through to the formal dining room, a generous quartz-topped island with touchless faucet, walk-in pantry, and a casual dining area overlooking the stunning outdoor living space. The main level also offers a private office and dedicated media room, providing flexibility for work, relaxation, or recreation. The spacious primary suite provides the perfect retreat to unwind, offering direct access to the lanai and pool area. Your private retreat area is complimented by two custom walk-in closets and a spa-inspired bath designed for relaxation. Upstairs, the second level is ideal for guests or multigenerational living, featuring a spacious bonus room with wet bar, beverage refrigerator, dishwasher, half bath, and a private ensuite bedroom. Outdoor living is truly resort-inspired. The expansive lanai with travertine flooring frames a graciously sized pool and spa with built-in waterfall, firepit, and sunshelf. A fully equipped summer kitchen and serene preserve views create a private, tranquil setting perfect for entertaining or relaxing year-round. Additional highlights include a spacious laundry room and a three-car garage offering ample storage. Ideally located near The HUB Amenity Center and the new Skye Ranch School, residents enjoy access to exceptional community amenities including a resort-style pool, fitness center, clubhouse, café, dog park, scenic trails, sports courts, playgrounds, and a vibrant calendar of events. Convenient to I-75, shopping, dining, and Sarasota’s renowned Gulf Coast beaches. A remarkable opportunity to embrace refined Florida living in one of Sarasota’s most desirable communities.

SARASOTA

9296 STARRY NIGHT AVENUE

4 Beds

4 Baths

4,877 Sq.Ft.

$2,090,000

MLS#: A4683429

Virtually Staged. Hidden behind lush plantings is this beautifully redesigned and amazingly private two-story home boasting over 3900 sq ft of interior living space all moments away from the shops & cafes of St. Armands Circle, the beaches of Lido Key & downtown Sarasota. As you enter this hideaway of peace and tranquility you are greeted by a fountained courtyard garden through gates of aged iron. From there the interiors will call to the imagination as it evokes the visions of a bastide in Provence or a country home in the hills of Scotland. Imperfection is curated and intentional. Rooms flow easily enhanced by wide plank reclaimed wood floors, white ship lap walls framed with wood accents, reclaimed wood beams artfully placed throughout, thick roughhewn interior doors with patinaed hardware, an eclectic kitchen design with soap stone counters, side tables and oven backsplash, a double farm sink, a new 10- burner dual fuel gas range with two ovens, a Sub-Zero fridge with a glass door & four bottom draws to name just a few of the many appealing details. A grand front room leads to a beautiful staircase of wood and clay tiles with a landing at the center of the house leading you to the primary suite, encompassing the entire second floor. Here we have a library/seating room lined with bookshelves, roughhewn wide plank wood floors, a spacious bedroom with a Julliet balcony, two walk-in closets and bath with a tub, large quartz shower with horizontal subway tiles, dual shower heads & handheld and two vanities with surface mount sinks and quartz counters sitting on retrofitted antique cabinets. There is a loggia spanning the width of the house opening on to an exceptionally large backyard bursting with lush tropical foliage. The nearly 12,000 sq ft lot is 160 ft deep. Intricately laid clay tiles form multiple walkways and an extensive lounging area. Beautifully weathered custom wrought iron gates abound not only on the drive entry but also on the courtyard and on the arched window openings of the loggia. Aged clay tiles surround windows and doors, even the garage door. Custom crafted metal awnings adorn the windows. Exterior custom metal lanterns and sconces echo the same intentional aging. There are two tankless water heaters, a whole house water purifier and a well for the yard. This home will captivate you.

SARASOTA

41 S ADAMS DRIVE

2 Beds

2 Baths

3,913 Sq.Ft.

$2,050,000

MLS#: A4672116

Price reduced

Design forward luxury at The Mark, where elevated living meets refined coastal elegance. This impeccably maintained End unit residence features three-bedroom, three and a half bath with a private office and showcases a seamless blend of sophistication and comfort, all framed by captivating Sarasota Bay views.

From the moment you enter, walls of glass invite natural light to pour into the expansive living and dining spaces, creating an airy ambiance with soaring 10-foot ceilings. Breathtaking panoramic views of Sarasota's vibrant skyline and bay vistas from the living areas and bedrooms. Upscale custom remote-controlled window treatments allow you soft daylight with privacy when wanted. The open-concept design flows effortlessly to a generously sized balcony—accessible from both the family room and the primary retreat—offering a serene setting to enjoy morning sunrises or evening sunsets over the Sarasota Bay.

A standout feature, the glass-enclosed office provides the perfect balance of privacy and connectivity—ideal for working from home while remaining visually engaged with the main living areas.

The chef’s kitchen is both striking and functional, appointed with sophisticated European-style 2-tone cabinetry with soft close drawers, quartz countertops, and a full suite of Jenn-Air stainless appliances. Clean lines and a light, modern palette, and porcelain tile throughout enhance the home’s timeless appeal.

The primary suite is a true retreat, featuring private balcony access, two custom walk-in closets with built-ins, and a spa-inspired bath with dual vanities, a frameless glass shower, and refined finishes throughout. Two additional bedrooms with en-suite bathrooms provide comfort and privacy for guests. A stylishly appointed powder bath is ideal for all of your guests and family.

Every detail has been thoughtfully curated, from designer lighting to high-quality materials, delivering a polished and cohesive aesthetic throughout the residence. The residence includes 2 premium 3rd floor adjacent parking spaces in the secured parking garage and a storage unit within the building on the same level as unit. Quick access just 2 floors down to the amazing 5th floor amenities

Residents of The Mark enjoy world-class amenities, including a large pool deck area, 65 foot resort-style heated saltwater pool and spa, cabana areas, fire pit and lounge area, outdoor grills, state-of-the-art fitness center, club lounge with a fireplace, bar, billiards, catering kitchen, and newsroom cafe, and 24-hour concierge services—all just steps from Sarasota’s vibrant dining, shopping, and cultural scene.

A rare opportunity to own a sophisticated bay-view residence in the heart of downtown Sarasota

SARASOTA

111 S PINEAPPLE AVENUE 714

3 Beds

3 Baths

2,065 Sq.Ft.

$2,049,500

MLS#: A4691380

Own a Sarasota Bay view home today. Introducing 1156 Cocoanut Avenue, a newly built modern residence that delivers bold architecture, refined finishes, and effortless urban living in the heart of Sarasota. Designed for today’s lifestyle, this striking home blends clean lines, open spaces, and elevated craftsmanship into a seamless expression of contemporary luxury. The home features five bedrooms and four bathrooms across 2,882 square feet. You are greeted by large-format, marble-look tile throughout the first floor for a seamless, elegant flow.
From the moment you arrive, the home’s sleek exterior and architectural presence make a powerful first impression. Inside, light-filled interiors unfold with expansive open-concept living areas, high ceilings, and thoughtfully selected finishes that feel both high end and inviting. The Gourmet chef’s kitchen is equipped with top-of-the-line Café appliances featuring elegant gold accents, premium cabinetry, and seamless Calcutta quartz countertops throughout the home. The waterfall center island seats 6 comfortably, ideal for family meals, casual gatherings, or hosting large dinner parties. The layout is ideal for modern living—entertaining, everyday comfort, and stylish retreat. Having two spacious living rooms, one on each floor, offers versatile entertaining or relaxed family time.
The primary suite is a true retreat with a spa-style bath, soaking tub, walk-in shower, and generous his-and-hers closets. Large-format tile flooring, energy-efficient construction, a two-car garage, and modern architectural details enhance both form and function.
Outdoors, a private resort-style backyard awaits with a custom Pebble Tec pool, covered patio with tongue-and-groove ceiling plus stylish full summer kitchen, and a fully fenced lot with rear alley access for added privacy and ease. Additional features include a 2-car garage, energy-efficient design, and modern architectural finishes that emphasize comfort and style. Every element has been intentionally curated to reflect quality and design-forward living, creating a home that feels fresh, refined, and effortlessly functional.
Ideally located in Sarasota’s sought-after downtown corridor, near Sarasota’s vibrant downtown, you’re just moments from the Rosemary District, world-class dining, art galleries, theaters, shopping, and the city’s renowned cultural scene. Enjoy quick access to the waterfront, marinas, and Sarasota’s award-winning beaches, all while being tucked into a rapidly growing and highly sought after neighborhood. You are just steps from the Bay and the Van Wezel through the beautiful Pioneer Park path.
This is a rare opportunity to own a newly built modern home in one of Sarasota’s most dynamic locations. Schedule your private showing today and experience the lifestyle waiting for you! Would also make an excellent Airbnb. Call today for a showing!

SARASOTA

1156 COCOANUT AVENUE

5 Beds

4 Baths

2,882 Sq.Ft.

$2,017,000

MLS#: A4680261

#A4676732

SARASOTA

2475 BAY STREET

4 Beds

4 Baths

2,874 Sq.Ft.

$2,012,000

MLS#: A4676732

An exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers design/construction as the designated
builder; this west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota; The adjoining lot MLS A4686830 is also for sale.

SARASOTA

1759 CHEROKEE DRIVE

None Beds

None Baths

0.46 acres

$2,000,000

MLS#: A4686885

WOW..the view! This exceptional waterfront property is offered for only the second time since 1958. Ideally positioned directly on Sarasota Bay, it features sweeping bay views. Experience the magical sunsets, then the twinkling lights of Longboat Key at night. Nature lovers can enjoy the variety of birds, manatees, and frolicking dolphins. Each day is a new show of natural beauty, and the sunsets never get old. The estate-sized 0.80-acre lot offers approximately 103 feet of direct bay frontage, providing an extraordinary setting for a custom coastal retreat, and a coveted Sarasota address within Manatee County. The existing home sustained hurricane damage, presenting a rare opportunity for a new owner to reimagine or rebuild and create their dream waterfront estate. Located on boating water with access to the Intracoastal Waterway and the Gulf of Mexico, this property is perfectly suited for boating and fishing enthusiasts. An expansive raised edge pool with paver deck, fenced yard, private well irrigation and propane gas add practical value to this unique offering. The Whitfield Estates community has a rich history and is an eclectic mix of homes from 1920’s Mediterranean architecture to modern designs. Voluntary neighborhood association membership is just $30 annually and includes access to nearby Sara Bay Country Club for culinary membership. Centrally located just minutes from downtown Sarasota’s cultural attractions, dining, shopping, IMG Academy, renowned Gulf beaches, and SRQ International Airport—only five minutes away. Waterfront opportunities of this caliber are increasingly rare. Embrace the potential, the location, and the timeless appeal of Sarasota Bay living, and make this extraordinary property your own.

SARASOTA

7318 WESTMORELAND DRIVE

4 Beds

4 Baths

4,224 Sq.Ft.

$2,000,000

MLS#: A4680287

Custom-built by renowned John Cannon Homes, this exceptional residence blends architectural refinement with resort-style living in the heart of Skye Ranch. Thoughtfully designed with 12-foot ceilings, crown molding, engineered wood floors and hurricane-impact windows, the home is filled with natural light and elevated finishes throughout. The expansive family room is anchored by a striking stone feature wall and flows seamlessly through 18-foot-wide sliding glass doors to a private lanai with saltwater pool, spa and fully equipped outdoor kitchen, ideal for indoor-outdoor entertaining. At the center of the home, the chef’s kitchen is both functional and visually stunning, framed by a wall of windows overlooking lush native plantings for exceptional privacy. Premium appointments include top-tier appliances with a Sub-Zero refrigerator and Wolf eight-burner gas range with 1.5 ovens, soft-close full-overlay wood cabinetry, quartz countertops, an oversized statement island with prep sink and a generous walk-in pantry. The formal dining area is open to the kitchen and family room, highlighted by a custom light fixture and abundant natural light. The primary suite is a serene retreat, featuring sliding glass doors to the lanai, two walk-in closets with Spartan custom shelving, and a luxurious spa-inspired en suite with seamless glass walk-in shower, soaking tub and dual vanity. Two additional spacious bedrooms, each with their en-suite bath, are privately situated from the main living areas, ideal for guests or family members. Additional highlights include a dramatic double-entry door, remote-controlled shades, EV charging station and a three-car garage. Residents of Skye Ranch enjoy access to an impressive 25,000-square-foot amenity center offering fitness rooms, indoor basketball courts, rock-climbing walls, a café/coffee shop, and resort-style aquatics with pools and splash zone, all conveniently near top-rated schools and everyday conveniences. This is luxury living thoughtfully designed for comfort and lifestyle.

SARASOTA

9220 STARRY NIGHT AVENUE

3 Beds

3 Baths

3,236 Sq.Ft.

$2,000,000

MLS#: A4681460

This exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers design/construction as the designated builder; this west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota; The adjoining lot is also available.

SARASOTA

1749 CHEROKEE DRIVE

None Beds

None Baths

0.46 acres

$2,000,000

MLS#: A4686830

Virtually Staged. Experience the pinnacle of lakefront luxury in Shellstone at Waterside with this pristine, move-in-ready Portside Model by Homes by Towne. Skip the build delays and step into a masterpiece featuring a zero-carpet interior with premium wood-look plank tile and elegant step-tray ceilings throughout. The grand great room anchors the home, showcasing a custom fireplace with a floor-to-ceiling tiled wall and LED accent lighting. A chef’s dream, the professional Monogram kitchen boasts Level 6 solid wood cabinetry, a 36” gas cooktop, high-end appliances, and a designer butler’s pantry with a wine cooler. Ultra-premium Calacatta Elysio quartz runs consistently through the kitchen and all bathrooms. Outdoors, enjoy a private paradise with a custom Pebble Tec saltwater pool featuring dual waterfalls, framed by an Open View screen cage for unobstructed lake vistas. Built for ultimate security and efficiency, this pre-wired smart home includes full hurricane impact glass, a high-efficiency Trane HVAC, a tankless gas water heater, and a 4-camera CCTV system. The 3-car garage features polyaspartic flooring and an EV charging circuit, alongside rough-ins for a future outdoor kitchen and whole-home generator. Shellstone offers a premier, maintenance-included lifestyle with access to The Summit’s resort pool and fitness center, plus Midway Park’s pickleball and tennis. Minutes from Waterside Place, UTC, and Sarasota’s world-class beaches! Is this home your perfect match?

SARASOTA

832 BLUE SHELL LOOP

3 Beds

3 Baths

3,072 Sq.Ft.

$2,000,000

MLS#: A4697934

Exceptional 1.65-acre commercial opportunity featuring approximately 305 feet of prime frontage along U.S. 41 (Tamiami Trail). Zoned GC - General Commercial in Manatee County, this property allows for a wide array of business uses, from retail and service operations to mixed-use development. The generous frontage delivers strong visibility and access along one of Sarasota’s busiest north-south corridors. Ideal for developers or end-users seeking a high-traffic location with strong surrounding demographics and proximity to regional hubs.
Strategically positioned directly across from Sarasota Bradenton International Airport, this property sits at a gateway location between Sarasota and Bradenton. The site benefits from continuous traffic flow along Tamiami Trail, connecting visitors, commuters, and residents throughout the region. To the west lies an established residential neighborhood, supporting neighborhood-serving retail and service potential. The area is a blend of commercial activity, hospitality, and transportation services - perfect for ventures seeking exposure and connectivity in Sarasota’s growing northern corridor.
305 feet of frontage along North Tamiami Trl

1.65 Acres of well-located vacant land

GC Zoning suitable for a wide array of commercial uses

Across the street from the SRQ Airport with a residential neighborhood behind the site

Site plans available for a car wash

SARASOTA

7972 N TAMIAMI TRAIL

None Beds

None Baths

1.65 acres

$2,000,000

MLS#: A4693413

***Priced WELL below reproduction cost + nearly $200k in options added.*** If you’re looking for a home that combines modern luxury in an away-from-it-all setting with easy access to wonderful Sarasota, 3586 Recurve Circle is the property for you. This nearly new 5 bedroom, 4 bathroom Grand Cayman estate is situated on an expansive, private 8 acre lot in the gated Hampton Lakes community with no rear neighbors and a serene conservation view. Located in Flood Zone X, flood insurance is not required. Plus, hurricane impact windows and reinforced garage doors add to your peace of mind. Built with an extended lanai and graced with an additional bonus room/5th bedroom, this home is perfectly designed for indoor-outdoor living. Whether you’re looking for a spacious property to connect with family and friends or just want room to breathe, this property checks these boxes and more. Soaring ceilings greet you at the front door with an easy flowing floor plan that leads you past the office/den, living room, dining room, and butler pantry to your beautiful kitchen with impressive quartz countertops and on to the bright, inviting family room. The spacious primary suite encompasses the entire east side of the home and includes a generous 15x18 walk-in closet, soaker tub, and walk-in shower with waterfall showerhead. On the western side of the home are 3 more bedrooms with full ensuite bathrooms and a bonus room with a large closet that can be used however you see fit. The home has thoughtful options above the base model including an additional bedroom, double driveway, and generous screened and covered outdoor space (pre-plumbed and wired for an outdoor kitchen) perfect for entertaining or taking in the peaceful view. Your cavernous garage (1,325 sq ft) has room for four vehicles and more. Situated away from it all but close to everything - just minutes from Lakewood Ranch and Waterside Place. You would spend significantly more to build the base model of this home so come embrace all this estate home has to offer and imagine yourself in this unique opportunity.

SARASOTA

3586 RECURVE CIRCLE

5 Beds

4 Baths

4,452 Sq.Ft.

$1,999,999

MLS#: TB8459416

Price reduced

#TB8455948

SARASOTA

5361 SIESTA CT

4 Beds

2 Baths

2,774 Sq.Ft.

$1,999,999

MLS#: TB8455948

Rare opportunity to own in the architecturally significant Lawrence Pointe community—>offering some of the lowest condo fees on Sarasota’s Downtown Bayfront. Finding a true three-bedroom, three-bath residence with direct Bayfront views at just $1,261.67/month in condo fees is virtually unheard of, making this an exceptional value for waterfront living. Even better, your Sarasota Bay views are protected, meaning you’ll never have to worry about future development obstructing what you see today. Designed by renowned Sarasota School of Architecture architect Tim Seibert, this spacious fourth-floor residence offers over 2,000 square feet of light-filled living space. The open floor plan is thoughtfully designed to capture tranquil bay views while still feeling comfortable for everyday living and effortless for entertaining. Inside, you’ll find a wet bar perfect for hosting, along with a dedicated office nook ideal for remote work or a quiet workspace. The third bedroom is currently set up as a flexible living area and can easily transition into a guest suite, den, media room, or home office depending on your needs. A generous utility room with full-size washer and dryer, laundry sink, and additional storage which adds a level of functionality that’s rarely found in condo living. This boutique waterfront community features a heated bayfront pool, secure entry, and covered parking, all just minutes from downtown Sarasota’s dining, shopping, arts, and marina district. You’re also just a short drive to Lido Key and St. Armands Circle, giving you the perfect balance of city convenience and coastal lifestyle. A timeless Bayfront residence in one of Sarasota’s most desirable and architecturally celebrated communities.

SARASOTA

101 SUNSET DRIVE 402

3 Beds

3 Baths

2,179 Sq.Ft.

$1,999,000

MLS#: A4680474

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