One of the most popular communities provided by {{page_data.agentName}}

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

3,386

# of Listings

2

Avg # of Bedrooms

$699

Avg. $ / Sq.Ft.

$1,382,567

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3386 Properties Found. Page 42 of 226.

Set on 6.34 private acres within the gated equestrian community of Saddle Oak Estates, this fully renovated estate has been reimagined for modern luxury living while preserving the rare sense of space and tranquility that defines the neighborhood. A long, impressive paver driveway introduces the nearly 4,000-square-foot residence, where estate privacy meets refined design just minutes from Sarasota’s everyday conveniences. Inside, wood-look tile flows seamlessly throughout the entire home, anchoring an open-concept layout designed for effortless indoor-outdoor living. The living room makes a striking first impression with a custom stone accent wall, fireplace, and built-ins that create a warm focal point for gathering. At the heart of the home, the chef’s kitchen is both elegant and functional, featuring a beautiful cabinetry with lighted upper cabinets, large island, gas range, stainless farmhouse sink, dine-in area, and a butler’s pantry that adds exceptional storage and prep space. A sunlit oversized dining room with custom cabinetry and high tray ceilings was designed for large family celebrations and entertaining. Walls of glass open directly to the pool terrace, blurring the line between inside and out. This impressive space is equally suited to function as a great room or media lounge, with the formal dining room positioned at the front of the home — currently styled as an inviting sitting area. A half bath is conveniently positioned here, and the second primary suite is located on this wing, creating the ideal setup for a private guest retreat or multigenerational living. The home offers two spacious primary suites, each with updated spa-inspired baths that feel like personal retreats. One suite includes a flexible den — perfect as a home office, gym, nursery or even a 5th bedroom. Two additional bedrooms and a full bath provide comfortable accommodations for family or guests. Thoughtful storage is built into every corner, including a cabinet-lined hallway leading to the oversized laundry room complete with granite counters, cabinetry, and utility sink. Plantation shutters, crown molding, and designer lighting elevate the interiors, adding warmth and sophistication throughout. Step outside to a true backyard oasis. The expansive paver patio surrounds a sparkling pool and flows into a large covered area with a wood-accent ceiling designed for lounging and outdoor dining. A pergola grilling area invites relaxed evenings entertaining under the stars, while a fenced dog run offers space for pets to roam. With flexible living spaces that adapt to your needs, expansive acreage, and the serenity of Saddle Oak Estates, this property delivers the rare combination of estate privacy and modern luxury, just minutes from Sarasota’s dining, shopping, and beaches.

SARASOTA

5301 SADDLE OAK TRAIL

4 Beds

3 Baths

3,978 Sq.Ft.

$1,999,000

MLS#: A4680226

This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you. Seller Financing Available.

SARASOTA

2231 WOOD STREET

4 Beds

3 Baths

2,731 Sq.Ft.

$1,999,000

MLS#: A4666469

Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.

SARASOTA

915 SEASIDE DRIVE 412

3 Beds

2 Baths

1,750 Sq.Ft.

$1,999,000

MLS#: A4681675

Pre-Construction. To be built. Residence 604 delivers an intimate bayfront experience overlooking The Bay Sarasota Park and Sarasota Bay from the 6th floor. This Bay residence is thoughtfully positioned to capture lush park views paired with expansive water vistas, offering a balanced connection to nature and city life. The open living design features floor-to-ceiling glass, a contemporary kitchen with European cabinetry and premium appliances, and a private terrace extending the living space outdoors. The primary suite includes a spa-like bath and generous closet space, while additional rooms provide flexibility for guests or a home office. 1000 Boulevard of the Arts offers a refined residential setting with resort-style amenities, concierge services and immediate access to Sarasota’s Arts & Culture District, marina promenade and downtown dining, all near the front door.

SARASOTA

1000 BOULEVARD OF THE ARTS 0604

2 Beds

3 Baths

1,874 Sq.Ft.

$1,999,000

MLS#: A4678729

Pre-Construction. To be built. Positioned on the 10th floor, Residence 1005 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This Bay residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with walkable access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.

SARASOTA

1000 BOULEVARD OF THE ARTS 1005

2 Beds

3 Baths

1,664 Sq.Ft.

$1,999,000

MLS#: A4682052

Located East of the Trail within the city limits of Sarasota, this custom-built 2017 Voigt Brothers pool home offers 3,120 square feet of living space on an oversized, gated, and fully fenced lot in one of Sarasota’s most sought-after residential neighborhoods. Just minutes to Siesta Key Beach, Lido Key Beach, downtown Sarasota, and Southside Village, this central Sarasota location offers privacy, convenience, and long-term value. Being located within Sarasota city limits also provides potential short-term rental flexibility, subject to current city regulations and buyer verification. Positioned in Flood Zone X and built with concrete block construction, the home offers durability and added peace of mind. Designed with a functional open floor plan, the home features high ceilings, abundant natural light, and seamless indoor-outdoor living. The living room is anchored by a modern electric fireplace, creating a warm focal point for the main gathering space. Automatic blinds at the front door provide added privacy and convenience. A three-panel sliding glass door connects the main living area to the covered lanai and screened pool, a highly desirable feature in Sarasota pool homes. The kitchen is equipped with Quartz countertops, stainless steel appliances, gas range, large center island, and newly installed refrigerator, microwave, and wine refrigerator in 2025. The primary bedroom is located on the first floor and serves as a private owner’s retreat with two walk-in closets and a spacious bath featuring marble flooring, soaking tub, walk-in shower, and dual vanities. A dedicated first-floor laundry room adds everyday convenience. Upstairs, engineered hardwood flooring has replaced previous carpet throughout the staircase and second level. The second floor includes a large bonus room ideal for a media room, home office, or gym. Two secondary bedrooms share a bath on one side, while a second primary suite with ensuite bath and walk-in closet is positioned privately on the opposite side, creating a desirable double-primary layout suitable for guests, multigenerational living, or flexible use. Outdoor living is designed for entertaining, featuring a screened lanai, paver pool deck, covered terrace, and fully equipped outdoor kitchen adjacent to the pool area. A newly added pool handrail enhances accessibility, and the fully fenced side yard provides usable green space for pets or recreation. The garage features epoxy-coated flooring for a clean, finished appearance. Recent improvements include fresh interior paint, professional cleaning, power washing, gutter maintenance, and refreshed landscaping, making the home move-in ready.
Additional features include hurricane impact-rated windows and doors, spray foam insulation, gas tankless water heater, LED lighting, and solid concrete block construction for energy efficiency and storm protection. Zoned for Southside Elementary, Sarasota Middle School, and Sarasota High School, this East of the Trail Sarasota home offers a flexible double-primary floor plan, outdoor kitchen, pool, and proximity to beaches and downtown in one of the city’s most desirable residential areas.

SARASOTA

2207 WISTERIA STREET

4 Beds

3 Baths

3,120 Sq.Ft.

$1,995,250

MLS#: A4683417

Price reduced

Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of
Siesta Key
Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this
flood resilient and meticulously maintained coastal residence offers year-round
enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it
blends timeless coastal style with exceptional quality and peace of mind.
Inside, an open layout showcases engineered oak hardwood floors, solid maple
cabinetry, Santorini quartzite countertops, and Thermador appliances. The
primary suite features serene lake views and a spa-inspired bath wrapped in
Calacatta Oro tile.
Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting,
TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf
lawn, and SWAT mosquito misting system ensure comfort and convenience year-
round.
A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph-
rated doors is a car enthusiast’s dream.
With a 2019 roof, impact windows and doors, natural gas utilities, and smart home
features, this home delivers effortless coastal luxury.
Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a
lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior
craftsmanship, and the freedom to simply lock, leave, and enjoy.

SARASOTA

4817 OCEAN BOULEVARD

4 Beds

3 Baths

2,657 Sq.Ft.

$1,995,000

MLS#: A4671593

Price reduced

Experience elevated downtown living in this 2025 NEW CONSTRUCTION home just steps from Main Street. Built on 16-gauge steel framing, this 3,154 sq ft residence sits 23 FEET ABOVE SEA LEVEL and more than 10 feet above the floodplain in coveted ZONE X, a rare combination of elevation and location in downtown Sarasota.

The open-concept layout features 10-foot ceilings and a chef’s kitchen with polished marble countertops, 10-foot island, 48” Thor gas range, Miele dishwasher, dual Electrolux refrigerator and freezer, walk-in pantry, reverse osmosis, and whole-home water filtration.

The first-floor primary suite opens to a private patio overlooking the HEATED SALTWATER POOL and includes a spa-style bath with freestanding tub, walk-in shower, dual sinks, and dual closets. Upstairs, three en-suite bedrooms provide flexibility for guests or family, including one with a private balcony.

The fully fenced backyard is designed for privacy and entertaining, with architectural plans available for a FUTURE GARAGE OR ADU, offering flexibility rarely found in downtown new construction. Additional features include hurricane-rated impact windows, standing seam metal roof, and hard-wired Arlo video entry.

Located in Gillespie Park with walkable access to DOWNTOWN SARASOTA, The Bay, Marina Jack, Payne Park, and the beaches of Lido and Siesta Key.

SARASOTA

417 N OSPREY AVENUE

4 Beds

4 Baths

3,154 Sq.Ft.

$1,995,000

MLS#: A4667626

Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.

SARASOTA

800 N TAMIAMI TRAIL 1603

2 Beds

3 Baths

2,471 Sq.Ft.

$1,995,000

MLS#: A4669042

If you’ve been searching for a fully renovated waterfront beach home on Siesta Key where everything has already been done for you, this is it. This beautifully updated 3-story coastal contemporary offers 4 bedrooms, 3 full baths, and 2,822 square feet of light-filled living space on a saltwater canal with quick access to the Intracoastal Waterway. From the updated composite dock and lift to the refreshed pool, pool deck, hurricane rated windows and doors, newer roof, HVAC system, mosquito misting system, composite front and rear decking, turf, kitchen, baths, flooring, paint, and finishes — nearly every major component has been thoughtfully upgraded, giving you the rare opportunity to simply move in and enjoy without the surprise costs and renovation timelines that often come with island properties.

For the boating enthusiast, the location is ideal: step out your back door, hop on your boat, and reach the Intracoastal in minutes with no marina fees and no hassle. Spend your mornings fishing, your afternoons at a waterfront restaurant, and your evenings cruising at sunset — all from your own private dock. For the seasonal owner, the home’s higher elevation and minimal storm impact history offer peace of mind, while the updated systems reduce maintenance concerns and make lock-and-leave ownership simple. Investors will appreciate the absence of HOA restrictions and the flexibility of one-month minimum rentals, opening the door to strong seasonal income potential in a market consistently ranked among Florida’s most desirable beach destinations. Large, fully-fenced, updated canal-front homes with boating access remain in limited supply, supporting both rental demand and long-term appreciation. Full-time residents will love the space and versatility of three levels, ideal for hosting guests or creating private retreats for family, the oversized driveway in addition to the garage, and the balance of privacy and proximity to everything Siesta Key offers.

Inside, the home blends modern design with coastal warmth, featuring stainless steel appliances, solid stone countertops, large plank natural-tone wood flooring, oversized grey tile on the lower level, and a soft neutral palette that enhances natural light throughout. Open living spaces flow seamlessly to the outdoors, creating the perfect environment for entertaining or relaxed island living. The updated pool area feels like a private resort, surrounded by refreshed decking and low-maintenance turf, while expansive composite decks on both the front and rear of the home provide multiple spaces to gather, dine, and unwind. Bike to Siesta Key Village, reach the world-famous white sand beach in minutes, or cruise from your own dock whenever the mood strikes. Priced to sell and positioned as one of the best values for a fully updated canal-front home on Siesta Key, this property delivers lifestyle, flexibility, income potential, and long-term upside in one compelling coastal package.

SARASOTA

5119 OXFORD DRIVE

4 Beds

3 Baths

2,822 Sq.Ft.

$1,995,000

MLS#: A4683150

Under Construction. A masterpiece of design and architecture, TheGallerySarasota is just three blocks from the bay above floodplain. Defined by its striking visual drama, this iconic residence features an in-suite elevator, soaring ceilings up to 26-feet, and full-height windows that fill the interiors with natural light—seamlessly blending indoor and outdoor living.

The main living level showcases an elegant great room, spacious office, grand dining, and gourmet kitchen with high-end Italian finishes and a sleek, contemporary 9-foot island. A private elevator ascends to the serene owner’s suite and two elegantly appointed guest bedrooms.

The tranquil oasis of the private rooftop terrace includes a resort-style pool and social lounge providing an elevated retreat for socializing, unwinding, and basking in sun drenched splendor, while the vast two-room state-of-the-art fitness center and yoga studio provides an all-encompassing environment for a healthy lifestyle.

Under Construction, The Gallery is centrally located on the enviable west-side of downtown Sarasota offering six distinct collections of 1-, 2-, and 3-bedroom residences unlike any other that include Private Courtyards, Elevated Living, Penthouses, Garden Terraces, and more.

Schedule a private site and showroom tour to receive an in-depth look into what we have planned for the residences and surrounding area. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club). The Gallery is not in a flood zone and does not require flood insurance. PLEASE NOTE: With the recent sale of 203P—202P is the last remaining 3-bedroom + office in the elevated living "west" collection.

SARASOTA

1305 4TH STREET 202P

3 Beds

2 Baths

1,873 Sq.Ft.

$1,995,000

MLS#: A4642427

Direct waterfront on Golden Gate Point downtown Sarasota! Golden Bay is a boutique condominium building of only 10 units. You will enjoy the intimacy and peaceful setting of this remodeled residence overlooking Sarasota Bay and Ringling Bridge. An elevator will bring you directly to your private foyer. The sunsets are spectacular! This second-floor corner unit features high ceilings, 3 bedrooms, an office/4th brm, 3 full baths and benefits of two large terraces (27’ x 9’). The West sunsets terrace is accessible from the living room and the primary bedroom, and the East sunrises terrace is accessible from the two guest bedrooms. The current owners replaced all the windows and patio doors, updated the entire unit with a 4’x2’ grey porcelain tiles, redid all 3 bathrooms, and installed custom blinds on all windows. The gourmet kitchen is equipped with stainless-steel appliances including a Sub Zero refrigerator, white cabinetry with lots of storage, beautiful new quartz countertops, and two wine refrigerators. The spacious primary suite, with access to the terrace that overlooks the bay, provides two walk-in closets, an elegant bathroom with two sinks, a walk-in shower, and a comfortable sitting area (plumbing in place for a tub if desired). Both guest bedrooms are en-suite.The large office has a slider door that opens to a Romeo & Juliette balcony, has a double closet and can be used as a 4th bedroom. Well thought laundry room with cabinetry, a sink, and stackable washer/dryer will facilitate your task. There is an additional stairway directly from your unit that goes to your private sizeable 2 car garage 19’ x 25’ and the pool deck where you can grill and enjoy the heated pool and day dock. On the desired Golden Gate Point, this location is a short walk to restaurants, theatres, shops, and minutes to famous St. Armands Circle and sandy Lido Beach.

SARASOTA

166 GOLDEN GATE POINT 22

3 Beds

3 Baths

2,132 Sq.Ft.

$1,995,000

MLS#: A4672526

New on site today

Positioned on one of Lido Key’s most coveted streets, this 50-foot wide by nearly 120-foot deep, 6,000 sq ft buildable lot offers an exceptional canvas. Just steps across from the public beach—complete with pool, parking, and concessions—this property is perfect for vacationers or your own coastal sanctuary. Surrounded by custom homes, the lot is in a short-term rental-friendly zone, making it ideal for personal use or investment. Walk or bike to the world-class boutique shopping and dining at St. Armands Circle, with downtown Sarasota’s cultural scene just minutes away. Bring your own builder or utilize the seller’s included architectural plans. Whether creating your dream home or a high-demand luxury rental, this rare lot offers unmatched flexibility in an unbeatable location.

SARASOTA

132 GRANT DRIVE

None Beds

None Baths

0.14 acres

$1,995,000

MLS#: A4685368

Under Construction. Located in Wild Blue at Waterside, this Cambria IV by Stock Luxury Homes offers a balance of refined design and relaxed Florida living. Timeless architecture pairs with semi-custom finishes and an open, airy layout designed for both everyday comfort and effortless entertaining. The waterfront home features three bedrooms, three and a half baths, a spacious Great Room, an elegant Dining Room, and a private Study. Expansive sliding doors open to a generous outdoor retreat with pool and spa, creating a natural extension of the living space. A three-car garage adds everyday convenience. Showcasing our new modern elevation, this inventory home is estimated for completion in mid-April.

SARASOTA

312 BLUE PEARL CT.

3 Beds

3 Baths

2,627 Sq.Ft.

$1,994,390

MLS#: A4677040

#A4684889

SARASOTA

3705 TANGIER TERRACE

4 Beds

3 Baths

2,529 Sq.Ft.

$1,990,000

MLS#: A4684889

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