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Downtown Sarasota

One of the most popular communities provided by Michael Graf

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 Michael Graf

4,614

# of Listings

2

Avg # of Bedrooms

$484

Avg. $ / Sq.Ft.

$871,647

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4614 Properties Found. Page 20 of 308.

Stunning Mid Century Masterpiece, close to beach and walk to Southside Village. Featuring cypress inside and out. High ceilings and open spaces offer comfort and airiness, while the walls of glass sliders and windows fill the interior with natural lighting while showcasing gorgeous views of the lush landscaping. The expansive great room features floor-to-ceiling sliders and a wood-burning fireplace, creating a warm and inviting space, while the open kitchen with an island is perfect for creating culinary delights and entertaining. Also on the first level is an additional living space and a large flex room with sliders leading to a screened outdoor patio. This bonus room is ideal for a home gym, playroom, or art studio. Adjacent to this room you’ll find a large heated indoor pool perfect for swimming laps day or night or just relaxing in while admiring the scenery. Upstairs, is a laundry room, 2 comfortable guest rooms, and a generous primary suite with a fireplace, large windows, and a well-appointed spa-like bath with a walk-in shower and soaking tub. Amazing views of the lush landscaping, offering total privacy. The property is offered as a package of 2 parcels being sold together MLS #A4632433, or separately, additional parcel 3350 Old Oak Drive, MLS# A4632289.

SARASOTA

3348 OLD OAK DRIVE

None Beds

None Baths

0.52 acres

$3,300,000

MLS#: A4632727

Welcome to 2124 Clematis Place, a newly completed, design-forward residence by Courtyard Modern in the heart of one of Sarasota's most desirable neighborhoods. Influenced by the Sarasota School of Architecture, this 6-bedroom, 6-bathroom home offers clean lines, bold scale, and seamless indoor-outdoor connection across 3,574 square feet of air-conditioned space. The main living area is defined by volume and natural light, with polished concrete tile floors and a minimalist material palette. Custom cabinetry, quartz countertops, and a suite of premium appliances set the tone in the kitchen, while the flexible floor plan allows space for work, guests, or a growing family. Step outside to a private courtyard oasis, complete with a saltwater pool and spa, fenced yard, and low-maintenance zeroscaping to allow for time to enjoy the amenities. Ideally located just minutes from downtown Sarasota, Southside Village, and Sarasota Memorial Hospital, with quick access to Siesta Key, Lido Beach, and St. Armands Circle. Arlington Park itself is just around the corner, offering lap swimming, tennis, a dog park, and year-round activity. In a neighborhood surrounded by custom homes and strong long-term fundamentals, this is a rare chance to own a modern architectural home that doesn't just look the part, it lives beautifully too. Schedule a showing today!

SARASOTA

2124 CLEMATIS PLACE

6 Beds

6 Baths

4,105 Sq.Ft.

$3,300,000

MLS#: A4656371

Stunning Mid Century Masterpiece, close to beach and walk to Southside Village. Featuring cypress inside and out. High ceilings and open spaces offer comfort and airiness, while the walls of glass sliders and windows fill the interior with natural lighting while showcasing gorgeous views of the lush landscaping. The expansive great room features floor-to-ceiling sliders and a wood-burning fireplace, creating a warm and inviting space, while the open kitchen with an island is perfect for creating culinary delights and entertaining. Also on the first level is an additional living space and a large flex room with sliders leading to a screened outdoor patio. This bonus room is ideal for a home gym, playroom, or art studio. Adjacent to this room you’ll find a large heated indoor pool perfect for swimming laps day or night or just relaxing in while admiring the scenery. Upstairs, is a laundry room, 2 comfortable guest rooms, and a generous primary suite with a fireplace, large windows, and a well-appointed spa-like bath with a walk-in shower and soaking tub. Amazing views of the lush landscaping, offering total privacy. The property is offered as a package of 2 parcels being sold together or separately, additonal parcel 3350 Old Oak Drive, MLS# A4632289. Sold as Residential or Vacant land.

SARASOTA

3348 OLD OAK DRIVE

4 Beds

4 Baths

7,204 Sq.Ft.

$3,300,000

MLS#: A4632299

Sky-High Sophistication in Downtown Sarasota...Discover the pinnacle of luxury living in this rare penthouse condo with 2,803 square feet of modern elegance with panoramic bay views in the heart of Downtown Sarasota. This 3-bedroom, 3.5-bath residence stuns with floor-to-ceiling windows, a dynamic open layout, and designer finishes throughout. The main living area is built for both luxury and comfort, with sweeping views and natural light that transform every sunset into a private spectacle. The chef’s kitchen features sleek European cabinetry, premium appliances, and an oversized island—ideal for entertaining or quiet evenings in. The primary suite is a true retreat, complete with a spa-caliber en-suite and unobstructed water views. Two additional bedrooms with privacy and style for guests or family. Step outside to a impressive 1,450-square-foot wraparound terrace—your private perch for al fresco dining, lounging, and stargazing. Just floors below, access the exclusive amenities for the building. Downtown Sarasota offers a vibrant mix of dining, shopping, and culture—steps from your sky-high sanctuary. This is more than a residence—it’s a lifestyle where city energy meets water view calm, and every evening ends with a front-row sunset.

SARASOTA

111 S PINEAPPLE AVENUE 1210

3 Beds

3 Baths

4,254 Sq.Ft.

$3,300,000

MLS#: A4650791

#A4654933

SARASOTA

222 BEACH ROAD 7

4 Beds

3 Baths

4,064 Sq.Ft.

$3,299,000

MLS#: A4654933

Enjoy life in the private gated community of The Founders Club, encompassing 700 total acres with only 262 home sites. The Cameron, London Bay's newest luxury home, overlooks a stunning view of the community's private Robert Trent jones, Jr. championship golf course. The Founders Club is minutes from University Town Center and many fine dining and shopping choices. Featuring 3,323 sq. ft. of living space, the model showcases London Bay's latest designs. Clean line architectural styling and details highlight an expanded outdoor destination and an open floor plan. The great room and dining area's 10 ft. sliding glass doors floor to an alfresco space, which offers living and dining areas, an outdoor kitchen with remote controlled bug screens, a fire pit, a lavish pool and spa, as well as a terrace surrounded by lush landscape. The master suite offers two walk-in closets and provides an additional private access to the pool terrace via a French door. Adjoining the master bedroom is a luxurious and spacious bathroom with dual vanities and a custom, all glass shower. The Cameron has 4,830 total under roof square feet, including a three-car garage. This home has many upgrades. Floor plan and drawings are conceptual only and should not be relied on as express or implied representations of the final detail of the residence. THE PURCHASE OF A SIGNATURE GOLF MEMBERSHIP IS REQUIRED FOR PURCHASE OF THIS HOME.

SARASOTA

3739 CALEDONIA LANE

3 Beds

3 Baths

4,830 Sq.Ft.

$3,295,000

MLS#: A4596324

One or more photo(s) has been virtually staged. LIVE IN PARADISE | Turnkey Siesta Key Waterfront Luxury Home on Wide Canal with Dock + Boat Lift

Discover the ease of elevated island living in this beautifully updated 3-bed + den, 3.5-bath Key West–style private residence. Built in 2015 by Lee Wetherington and enhanced with over $500K in upgrades, this turnkey, no-HOA home is nestled on a wide canal in coveted Sara Sands — just minutes from Siesta Key Beach (#1 in the U.S., #3 globally in 2025).

Wake to dolphin sightings, spend afternoons boating from your private dock with 13,000 lb boat lift, and wind down with golden Gulf Coast sunsets — all in a quiet, walkable, and bike-friendly neighborhood with no through traffic

Inside, find thoughtful design and everyday luxury:
• 12-foot ceilings, wood floors, and expansive open-concept flow
• Chef’s kitchen with Thermador appliances, propane stove, quartz counters, and walk-in pantry
• Main-level primary suite with spa bath, walk-in closet, and en suite laundry
• Two guest suites upstairs with private baths
• Fresh paint throughout, new HVAC, hurricane-rated windows, and tankless propane water heater

Step outside to:
• Covered lanai, heated saltwater pool + spa
• Summer kitchen with built-in grill
• Private dock on WIDE CANAL with direct Gulf access via the Intracoastal Waterway
• 10.5-ft elevated construction for peace of mind
• 3-car split garage for cars, golf cart, hobbies, and organized storage

Additional features include a whole-house generator and propane utilities for reliable comfort.

Live fully. Entertain easily. Retreat gracefully. This is a rare chance to own a Siesta Key waterfront home that blends comfort, privacy, and connection to the best of island life.

SARASOTA

5169 SANDY SHORE AVENUE

3 Beds

3 Baths

4,678 Sq.Ft.

$3,288,000

MLS#: A4641428

Welcome to 3W at The Collection, where you will experience the epitome of modern luxury in this one-of-a-kind, boutique condo located in the heart of downtown Sarasota just steps away from world-class dining, shopping, and cultural attractions. Every detail of this custom residence has been meticulously curated with high-end designer selections and finishes, offering an unparalleled living experience. As you enter the unit by way of private elevator access, you’ll be delighted by the beautifully styled entrance leading into the home. Immediately you will notice an abundance of natural light shining through the 12-ft-floor-to-ceiling windows and doors. The sleek, open-concept floor plan showcases premium finishes throughout the units 3,300+ sq ft of interior living space and 1,000 sq ft of private patio space. No expense was spared for upgrades. The kitchen is a true masterpiece with custom soft-close wood cabinetry, quartz countertops with a waterfall edge island and stone backsplash, top-of-the-line Miele appliances including a built-in smart coffee system and ice maker, under and over cabinet lighting, and additional storage. Each bedroom is equipped with a custom closet system, a luxurious en-suite bath with marble flooring, flash tile and custom vanities and LED illuminated mirrors, and private balcony access. The office features built-in storage with stone countertops and a beautiful glass door. Stunning stone accents, vibrant wallpaper, European White Oak flooring and exquisite light fixtures throughout the residence perfectly blend sophistication and comfort, creating a masterpiece of contemporary design. Home automation, including interior automated shades by Wicked Smart Homes, allows for an easy lock and leave process. The exterior living space is just as remarkable and perfect for entertaining with a pizza oven, refrigerator, sink, a firepit and multiple seating areas. Situated in the heart of The Art District in downtown Sarasota with only 12 units in the building, residents of The Collection enjoy a very private and exclusive living experience. The state-of-the-art building has a 24-hour camera and building access system in place with key fob, entry code, remote, card, and phone entry. The ground floor ensures residents have everything they need right at their fingertips with a concierge, mail room, covered private parking, and a temperature-controlled storage area. 3W comes with two parking spaces. The second floor is where residents will enjoy the impressive onsite amenities which include a pool and spa, daybeds, a yoga and fitness center, sauna, entertainment center with a fireplace, tv, and wet bar, and conference style meeting room. This rare gem is the ultimate expression of style and convenience, being sold furnished with some exclusions, and located within walking distance to Bayfront Park, Sarasota Main Street, Starbucks, Whole Foods, and more!

SARASOTA

1335 2ND STREET 301

3 Beds

3 Baths

4,338 Sq.Ft.

$3,275,000

MLS#: A4630079

Pre-Construction. To be built. Discover a rare opportunity at The Edge Sarasota—where boutique living meets vibrant city life. Residence A is a premier 3-bedroom, 3-bathroom corner residence offering over 3,200 square feet of open, modern living in one of Sarasota’s most in-demand downtown locations. From the 6th floor, this light-filled residence wraps the northwest side of the building offers exceptional natural light with floor-to-ceiling walls of glass. Step out onto your generous wraparound terrace and watch the sunset over the city.
Designed to be as unique as you, the home features a great room and separate living room that connects to a chef’s kitchen with Italian cabinetry, Wolf and Sub-Zero appliances including a gas cooktop, a large island with waterfall edge and a butler’s pantry for easy entertaining. A thoughtfully designed owners’ suite provides a true retreat with a gracious foyer, midnight bar, walk-in closet and en suite bathroom featuring dual vanities, private water closets, glass enclosed shower and soaking tub.
Beyond your residence, enjoy a curated collection of luxury amenities including a resort-style pool deck with hot and cold plunge pools, cabanas and two outdoor kitchens. The owners’ club focuses on wellness and entertainment with a fully equipped fitness center complete with a yoga room and infrared sauna. Two treatments rooms afford plenty of space for your personal massage therapist or a physical therapy session. The social room includes a lounge, bar, game room and catering kitchen. For more intimate gatherings, reserve the private dining room featuring resident wine lockers and a separate bar area.
The building’s boutique size—only 27 residences—creates a community feel in the heart of Sarasota’s vibrant Arts District.
Walk to acclaimed restaurants, galleries, boutiques, and the Bayfront, embracing a lifestyle that combines culture, convenience, and sophistication. Construction is progressing with limited opportunities to customize your finishes—secure your place at The Edge today and invest in a rare downtown Sarasota address with lasting appeal. Images shown are artist renderings intended to illustrate the interior finishes and design concepts for this community.

SARASOTA

290 COCOANUT AVENUE 601

3 Beds

3 Baths

3,934 Sq.Ft.

$3,270,000

MLS#: A4655024

Pre-Construction. To be built. An opportunity to own a Custom Home on Siesta Key built by Nutter Custom Construction. Limited time during the pre-construction phase to influence selections. This beautifully designed Coastal Contemporary Home has 3200 sf of indoor living space and 5500 sf of total indoor/outdoor space with 3 balconies including outdoor kitchen and fantastic covered lanai. Inside you will find a spacious kitchen with luxury appliances, custom cabinetry and walk-in pantry. The open floor plan with kitchen, dining and great room allows for lots of natural light. With 4 bedrooms and 4 baths there is plenty of room for family and guests. The primary suite is spacious with duel walk-in closets and a private balcony. A loft on the third floor with balcony access would make a great office or second living space for owners and guests. The home also has Utility room, elevator access to all floors and 2 1/2 car oversized garage. Outdoor space offers privacy with large covered lanai's and a beautiful pool. Don't miss this unique opportunity to have a custom home minutes from Siesta Key's famous white sand beaches and local shopping & dining in The Village.

SARASOTA

4903 COMMONWEALTH DRIVE

4 Beds

4 Baths

5,551 Sq.Ft.

$3,250,000

MLS#: A4643229

AN EXQUISITE 3 ACRE ESTATE IN THE HEART OF SARASOTA WITH MAIN RESIDENCE AND GUEST HOUSE. Behind a rustic hand crafted door door lies a world of timeless elegance and inspired living. Nestled on approximately 3 acres next to a protected preserve, this captivating estate blends Old World charm with Florida's natural beauty to create a truly one-of-a-kind retreat. Every corner tells a story—crafted with unique architectural elements, curated antiques, and artistic touches that evoke the feeling of a European villa.

From the moment you enter, you're greeted with warm, inviting spaces designed for both quiet reflection and joyful entertaining. Inside, a chef's kitchen, a pizza oven, and multiple dining areas are designed for memorable gatherings, while themed rooms and intimate spaces provide moments of delight and discovery. The primary suite is situated on the upper level and offers a luxurious escape, complete with spa-like features and private outdoor access.

Outdoors, explore tranquil gardens, a peaceful lake, mature trees, and thoughtfully designed areas for dining, gathering, and relaxation. A covered portico connects to an impressive pool and entertaining area, anchored by an outdoor fireplace and a fully equipped kitchen—perfect for alfresco dining and sunset soirees. Whether hosting a grand celebration or enjoying a quiet evening under the stars, the outdoor spaces are designed for unforgettable moments.

A detached workshop, multiple garages, and whimsical retreat spaces add to the estate's versatility and charm. The MLS square footage does not include the guest house (1,377 sq ft additional) or the charming cottage—each offering flexible options for guests, extended family or creative space.

SARASOTA

2750 GOCIO ROAD EXTENSION

4 Beds

3 Baths

6,488 Sq.Ft.

$3,250,000

MLS#: N6138508

Construction completed with new photos as of 5/1/2025 - Ask us about builders' incentives - Welcome to your luxurious retreat on Datura St in Sarasota, Florida! Blending modern design with exceptional amenities, this stunning high-end home represents the epitome of modern Florida living. As you approach the property, you'll be greeted by the inviting exterior adorned with engineered-wood siding and elegant tile cladding. The grand custom entry door sets the tone for the luxury that awaits inside. Step into the open-concept first floor, where the spacious living, dining, and kitchen areas seamlessly flow together, perfect for both daily living and entertaining guests. The kitchen is a chef's dream, featuring custom cabinetry, quartz countertops, a backsplash, and high-end Sub-Zero and Wolf appliances. The large island with waterfall edges provides ample meal preparation and casual dining space. Natural light floods the room, enhancing its warmth and charm. The first floor also boasts an en-suite master bedroom, complete with a large bathroom and a spacious walk-in closet. The master bedroom opens onto the patio, offering direct access to the beautiful pool deck. Additionally, there is a den, powder room, laundry room, and a spacious 3-car garage on this level, all complemented by tall ceilings throughout. Ascend the custom floating staircase to the second floor, where you'll find three more en-suite bedrooms, each offering privacy and comfort for family members or guests. A theatre room is perfect for movie nights, while an office offers a quiet retreat for work or study. Another laundry room adds convenience to this level. Step out onto the expansive rear balcony, accessible from two of the bedrooms, and take in the breathtaking views of the pool deck below. This covered balcony provides an ideal spot for relaxing and enjoying the serene surroundings, and features a custom aluminum pergola. Outside, the pool deck beckons with its sparkling pool and spa, surrounded by lush landscaping. The covered patio area features a custom outdoor kitchen and entertaining space, perfect for hosting gatherings and creating lasting memories with family and friends. With its modern design, luxurious amenities, and prime location in Sarasota, this property on Datura St offers the ultimate in upscale living. Don't miss your opportunity to make this exquisite residence your own! Schedule a showing today.

SARASOTA

2038 DATURA STREET

6 Beds

4 Baths

5,990 Sq.Ft.

$3,225,000

MLS#: A4628396

Superb waterfront walled site to create your personal tropical Shangri-la. Boating and water sports enthusiasts will appreciate the composite dock in place with three lifts, one 30,000 pounds, from which to venture out to bay and gulf waters with no fixed bridges by boat, jet ski or paddle board. Boasting tranquil water views and mature tropical landscaping, this is the ideal spot from which to take advantage of the world-renowned Siesta beaches just moments away, or restaurants, shopping, hospital and airport close by. An opportunity not to be missed.

SARASOTA

762 SIESTA DRIVE

None Beds

None Baths

0.42 acres

$3,200,000

MLS#: A4645349

TOTALLY UPDATED & ALL NEW FULLY FURNISHED (2024), NOT IMPACTED BY STORMS- SPACIOUS ELEGANCE, BEST BEACHES, ARTS, SHOPPING & FINE DINING, OVERSIZED CORNER LOT, CHEF’S KITCHEN. You will love where you live!! and treasure each moment in this Tropical Paradise surrounded by mature plush landscaping, a home inspired by the colors, and beauty of Florida’s Gulf Coast and the glamour of one of the most sought-after Sarasota neighborhoods. Enjoy life in a peaceful atmosphere located within walking distance of Roberts Bay and the historic Field Club, minutes’ drive to Sarasota’s cultural center, with gorgeous sugar-sand beaches that include three of Florida’s most beloved and famous Gulf beaches: Siesta Key, Lido Key, and Longboat Key. Shop and dine at St Armands on Lido Key, enjoy the arts, shopping, and fine dining at Sarasota’s Main Street and Downtown, providing the utmost convenience, a vibrant lifestyle. It's rare opportunity to own this meticulously updated custom-built home set on ½ acre corner lot off Camino Real, nestled on a coveted private dead-end street. This one-level coastal home features 3,933 sq ft of living space with 4 bedrooms and 2.5 baths. Hand-Peeled log columns with a rustic beach look welcome you through the custom crafted double doors. Leading through majestic log columns that open into a great room soaring with 24 ft cathedral wood ceilings, surrounded by windows that bring in abundant natural light, while providing well appointed, modern lighting for spacious evening entertaining or relaxation time. Includes an inviting gas fireplace, with large oak and travertine parquet patterned floors. The sizeable open dining room and large kitchen island with seating will ensure all your guests are comfortable and enjoy the atmosphere of your chef’s creations. The stunning gourmet kitchen features beautiful custom wood cabinetry with a SubZero side-by-side refrigerator, a Viking gas cooktop accented by a magnificent copper design range hood. The built-in stove area offers a working space with planning desk and lots of additional storage. If that is not enough, there is the beautiful hand-crafted wood door that leads to a huge butler’s pantry with ceiling to floor wood cabinetry and wine rack. Four sets of slider doors from the living space to the outdoor area also bring additional natural light and ease of access for guests. The extensive screened lanai with pool/spa offers 2,176 square feet of private outdoor entertaining options including sprawling covered sitting and dining space, a fully equipped outdoor kitchen with stone countertops and wood cabinetry. The enormous master suite can be your own private sanctuary, offering two large sitting areas, along with three sets of glass doors that lead out to the lanai and pool, vaulted ceilings, gleaming hardwood floors and a large new CA walk-in closet with wood shelves. The splendid primary bathroom is appointed with specialty-tiled shower, elegant bathtub and premium fixtures throughout, granite countertop, double vanity, with beautiful wood cabinetry and a roomy water closet with bidet. With direct access to 2nd bedroom that could serve as an office/den or fitness room. The guest bedrooms are also very spacious and each feature, premium hardwood oak flooring, craftsman style wood interior doors, with built in closets and shelves. Guest bathroom and ½ bath are also totally remodeled with premium fixtures, slate countertops, custom cabinetry, tile shower and glass sliding door.

SARASOTA

4307 CAMINO REAL

4 Beds

2 Baths

6,129 Sq.Ft.

$3,200,000

MLS#: A4651003

#A4656068

SARASOTA

1658 BONITA LANE

5 Beds

4 Baths

4,660 Sq.Ft.

$3,200,000

MLS#: A4656068

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