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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

4,252

# of Listings

2

Avg # of Bedrooms

$471

Avg. $ / Sq.Ft.

$832,750

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4252 Properties Found. Page 53 of 284.

#A4663247

SARASOTA

160 GARDEN LANE

5 Beds

4 Baths

8,149 Sq.Ft.

$1,100,000

MLS#: A4663247

New on site 2 days ago

One or more photo(s) has been virtually staged. Welcome to a stunning condominium that offers captivating water views! Imagine waking up to panoramic scenes of Sarasota Bay, Marina Jack's, and the gorgeous Gulf of Mexico—each room is a unique vantage point for these breathtaking sights. This beautiful residence has two spacious bedrooms, a versatile den or office, and two lovely covered, open-air balconies—perfect for your moments of relaxation and inspiration. An elegant interior features hardwood floors and tile. The great room provides ample room for both living and dining, making it an ideal place for entertaining or enjoying quiet evenings at home. Delight in the thoughtful architectural details, from custom cabinetry to generous built-in storage. Mirrored walls enhance the striking views, adding a touch of sophistication. The designer finishes, thoughtfully illuminated by carefully placed recessed and accent lighting, establishes a warm and elegant ambiance throughout. The inviting kitchen is a dream space with granite countertops and a matching backsplash. Featuring custom white cabinetry and modern stainless-steel appliances, complemented by an elegant tray ceiling. The delightful built-in pantry keeps all your essentials organized, paired with a beverage cooler to keep your drinks perfectly chilled. A serving bar and pull-out drawers add to this beautiful and functional design. The reimagined floor plan boasts two exceptional primary suites, each offering distinct advantages while showcasing a harmonious design and high-quality materials. The larger of the two serves as a serene retreat, complete with its own private balcony and a spacious California-style walk-in closet. The luxurious personal bath is a haven, highlighting diagonal tile, dual sinks, and an impressive glass-enclosed shower. You'll appreciate the added convenience of having private laundry facilities, along with the added perk of dedicated garage parking to keep your vehicle safe and secure. As a resident of this prestigious downtown Sarasota building, you'll enjoy unparalleled amenities, including 24/7 valet parking, convenient EV charging stations, and exceptional round-the-clock concierge services. The recent installation of impact-resistant glass enhances both style and safety, elevating the building's value. Relax in the luxurious heated swimming pool, rejuvenate in the Jacuzzi spa, or maintain your fitness routine in the state-of-the-art fitness room, with a European sauna and steam room. Situated in the heart of the city, you’ll be surrounded by trendy restaurants and boutiques, with easy access to the vibrant cultural scene, including Whole Foods, local theaters, and the opera, all just moments away. Experience the spectacular 4th of July fireworks at Marina Jacks from the comfort of your own balcony. This unit is a remarkable opportunity to embrace the dynamic social lifestyle that downtown Sarasota has to offer, all while being just minutes from St. Armands Circle, Longboat Key, and local beaches. Don’t miss your chance to make this exquisite residence your own!

SARASOTA

1255 N GULFSTREAM AVENUE 1003

2 Beds

2 Baths

1,792 Sq.Ft.

$1,100,000

MLS#: A4663525

Discover the potential of this canal-front property, perfectly positioned just steps from Siesta Key Village and minutes from the island’s world-famous beach. This rare offering presents the perfect opportunity for visionaries, builders, or investors to renovate the existing home or build your custom luxury retreat in one of Sarasota’s most desirable coastal communities. With 75 linear feet of direct canal access leading into Sarasota Bay and beyond, this property offers the ideal waterfront lifestyle right from your backyard. You will also be able to enjoy the convenience of an easy stroll to the amazing shops, restaurants, and the vibrant energy of the Village, while still savoring the privacy and tranquility of being nestled on a quiet dead-end street just off Ocean Blvd. Don't miss this rare chance to create a personalized waterfront home that will provide the foundation for a remarkable coastal living experience.

SARASOTA

310 AVENIDA MILANO

3 Beds

2 Baths

1,949 Sq.Ft.

$1,100,000

MLS#: A4653913

Nestled on an expansive 7.5-acre canvas of pastoral tranquility, this distinguished 1996 block constructed residence offers an extraordinary sanctuary where sophistication meets agricultural charm. The meticulously maintained three bedroom, two bathroom home spans 1,940 square feet of thoughtfully designed living space, complemented by hurricane-resistant windows that blend safety with elegance. And lets not forget the best part, NO HOA and NO DEED RESTRICTIONS and its in flood zone X. Bring all the toys and livestock and have some FUN!

The heart of this property lies in its remarkable outdoor amenities and versatile structures. A substantial 2,260 square-foot detached block garage houses a completely independent 640 square-foot in-law suite, perfect for multi-generational or generating rental income. Above, a spacious loft awaits transformation into a private work out room, artist's studio, or recreational retreat.

Multiple fenced pastures create an idyllic setting for equestrian pursuits or livestock endeavors, while the property's generous acreage provides endless possibilities for outdoor recreation and agricultural ventures. The home's interior showcases solid wood kitchen kickory cabinetry paired with lustrous granite countertops, creating a culinary environment that balances rustic authenticity with contemporary refinement.

Dual screened porches positioned at both front and rear entrances, invite leisurely moments while offering protection from Florida's abundant sunshine and occasional precipitation. Recent exterior painting ensures the property presents impeccably, while the garage's convenient half-bathroom adds practical functionality. Many updates have already been done to the home, metal roof in 2020, hurricane impact windows 2019, A/C system in 2019, a new well in 2020 and the list goes on.

Located within proximity to Old Miakka Preserve, Lakewood Ranch, SRQ airport and our wonderful beaches only 30 minutes away. Residents enjoy easy access to pristine natural environments perfect for hiking, wildlife observation, and outdoor adventures. This unique offering represents a rare opportunity to embrace Florida's agricultural heritage while maintaining modern conveniences and luxurious touches—a perfect blend for those seeking space, privacy, and endless potential in one extraordinary package.

SARASOTA

1162 MYAKKA ROAD

3 Beds

2 Baths

2,732 Sq.Ft.

$1,100,000

MLS#: A4661606

Welcome to 3615 Walden Pond Drive, a private retreat with over a full acre of property just minutes from downtown Sarasota. This unique property features a stunning pond boasting a serene water fountain, kayak dock, mini islands, and the chance to see some wildlife. Added enjoyment with ultimate privacy on this wooded acreage, designed for entertaining. The outdoor space includes a massive 18x26 cantilevered dock, an 18x18 Indian-built Tiki hut cabana, and a large wrap-around enclosed patio that complements the heated saltwater pool. Inside, discover seamless luxury vinyl flooring, high ceilings with impressive wooden beams, noise-dampening hurricane-ready windows, and large sliding doors that open fully to invite natural light and connect you with the outdoors. The home offers a mindful layout with built-in features, ample space, and storage, all within a non-flood zone. Enjoy the freedom of no HOA or CDD restrictions. This highly desirable Sarasota location is surrounded by top-rated schools, golf courses, bike trails, and Rothenbach Park. You're also conveniently located near Sarasota International Airport (9.6 miles), Siesta Beach (7.9 miles), and UTC shopping (5.9 miles). Don't miss the chance to own this memory-making machine. Schedule your private showing today!

SARASOTA

3615 WALDEN POND DRIVE

3 Beds

2 Baths

3,981 Sq.Ft.

$1,100,000

MLS#: TB8402774

Bay Haven Model Gracewater at Sarasota

SARASOTA

719 MALDIVES TRAIL

4 Beds

3 Baths

3,757 Sq.Ft.

$1,100,000

MLS#: A4659082

#A4663691

SARASOTA

7198 WESTWOOD WAY

4 Beds

2 Baths

3,833 Sq.Ft.

$1,100,000

MLS#: A4663691

Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool, ideal for relaxing afternoons or entertaining under the sun. The heart of the home is designed for easy Florida living, with a thoughtful layout that invites connection and calm. The primary suite features a generous walk-in closet and a calming, private ambiance, perfect for unwinding after a day in the sun. Recent upgrades include a new roof installed in 2021 and a high-efficiency HVAC system from 2020, offering peace of mind and year-round comfort. Outside, the hardscaped, low-maintenance yard adds tropical appeal without the upkeep, while the paver driveway enhances curb appeal with a touch of elegance. Whether you're hosting poolside gatherings or enjoying quiet mornings with coffee and birdsong, this home delivers the kind of lifestyle that feels like vacation every day. And with Siesta Beach just minutes away, you’ll have world-class sand and surf practically at your doorstep. Move-in ready and lovingly maintained, this property is more than a home, it’s a serene escape in the heart of paradise.

SARASOTA

795 PLYMOUTH STREET

4 Beds

2 Baths

2,156 Sq.Ft.

$1,100,000

MLS#: A4661729

Excellent Development and Investment Opportunity LOT, PLANS and PERMITS have already been city-approved to build a new home on the property located on the coveted north end of Siesta Key just minutes from Siesta Key Beach! Renderings can be found under attachments. Refurbish and renovate the existing property, or tear it down and build your dream home on this prime oversized corner lot.. The preliminary plans are attached for a coastal contemporary elevated three-story home featuring 5 bedrooms, 4 full and 1 half bathrooms, a two car garage, open floor plan, gourmet chef’s kitchen, dining room, a dedicated office, flexible bonus spaces, an elevator servicing all three levels. The outdoor area includes multiple covered lanais and balconies, spaces for entertaining, and a resort-style pool and spa with a sun shelf. Short-term rentals are permitted, allowing flexibility for many investment opportunities such as Airbnb and vacation rentals. Located just steps from Siesta Key’s world-famous beaches and only minutes from Siesta Village dining and shopping, this new construction residence offers the perfect blend of luxury, design, and island lifestyle. This is a rare opportunity to enjoy island life and the best beaches while living in a convenient location within very close proximity to Downtown Sarasota, Southside Village, top restaurants, shopping, hospitals, and entertainment.

SARASOTA

160 GARDEN LANE

None Beds

None Baths

0.23 acres

$1,100,000

MLS#: A4663281

FIRST TO HIT THE MARKET IN OVER 30 YEARS, THIS PRIVATE EXCLUSIVE MAJESTIC 5 ACRE PARCEL IS NOW YOURS FOR THE TAKING. ON THIS ESTATE COVERED WITH GRAND OAKS SITS A NEWLY REFINISHED 1 BEDROOM 1 BATHROOM COTTAGE SOURROUNDED BY 100 YEAR OLD OAKS. THIS PRIVATELY GATED PARCEL SITS IN THE HEART OF IT ALL, BEING CLOSE TO BEACHES, THE INTERSTATE, DOWNTOWN, AND THE UTC PLAZA. WHETHER YOU CHOOSE TO BUILD YOUR PERFECT DREAM HOME OR RESIDE IN THE OPEN CONCEPT TREE LINED COTTAGE, THE POSSIBILITIES ARE ENDLESS ON THIS 5 ACRE PARCEL. ENTER YOUR PROPERTY THROUGH A PRIVATE ROAD TO YOUR GATED ENTRANCE TO BE GREETED WITH LUSH LANDSCAPING, CHIRPING BIRDS, THE SOUNDS OF THE RUNNING STREAM, AND THE SHADE OF THE GRAND OAKS. THIS IS ONE OF THE LAST HOLD OUT 5 ACRE PARCELS LEFT CLOSE TO DOWNTOWN SARASOTA. SCHEDULE YOUR SHOWING NOW.

SARASOTA

3401 51ST STREET

1 Beds

1 Baths

894 Sq.Ft.

$1,100,000

MLS#: A4662718

Unique opportunity - The entire property consists of two separate single family homes that have the potential to have a combined gross rent of up to $4,000 a month. The homes are sold "As is" yet livable and rentable. The property consists of 2.1 acres with the potential to add additional homes and or subdivide the property. The location is convenient as it is close to downtown Sarasota, International Airport and UTC Mall. This could be an ideal situation for someone looking for a family compound with multiple homes or for development with income in place
This property is dually-listed under Stellar MLS A4580531

SARASOTA

4122 N LOCKWOOD RIDGE ROAD

5 Beds

4 Baths

2,525 Sq.Ft.

$1,100,000

MLS#: A4636364

Motivated Seller for this Beachside Paradise – Just 100 Yards from Siesta Key!

Whether you're searching for a dreamy coastal escape, a high-performing vacation rental, or a blend of both, this fully renovated 2-bedroom beachside gem delivers on every level. Located just 100 yards from the iconic white sands of Siesta Key Beach, this home offers the ultimate in lifestyle, flexibility, and investment potential.

Step inside to enjoy:
A bright, open-concept layout with upscale finishes throughout
A designer kitchen featuring a large island, quartz countertops, and premium appliances
A chic dining area perfect for casual meals or evening entertaining

The spacious primary suite serves as a tranquil retreat, complete with a spa-inspired bathroom and luxurious soaking tub. The second bedroom has its own private exterior entrance—ideal for hosting guests, extended stays, or maximizing rental income.

Outside, you'll find a lush, tropical setting with mature landscaping, a secluded patio for lounging, and a private outdoor shower—perfect for unwinding after a day at the beach.

With no HOA restrictions, premium updates, and one of the best locations on the Gulf Coast, this property is a rare opportunity for personal enjoyment and income generation.

Don’t miss your chance to own a piece of Siesta Key paradise—schedule your private tour today!

SARASOTA

643 CALLE DEL OTONO

2 Beds

1 Baths

829 Sq.Ft.

$1,100,000

MLS#: A4653312

This land is a RARE BEAUTY, are you dreaming of building your home where you and your family enjoy a lifestyle uniquely created for yourselves? IMAGINE a majestic home with a standalone guest house, alluring pool and gardens privately nestled among the palm trees. This property offers 2 lots, 0.45 acres / 19,456 sf. Palm Island is a community with only 298 homes where the residents enjoy gatherings in their Elsie Blair Park area.
The main home had water intrusion from hurricane Helene which has been mitigated and could be rebuilt or torn down, consult your contractor for construction specifics.
There is a Studio Unit/guest suite 576 hsf fully equipped with a full bath, kitchenette, sliding doors out to a large 120 sf wood deck above the detached 2 car garage. This would make a fabulous art studio, home office or in-law suite. The garage is a legal non-conforming space. Studio/Garage is block.
Take a stroll only 2 blocks to Siesta Key Beach and sink your toes into the luxurious quartz sand and sparkling water. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Take the Siesta Trolly to tour the island and beaches. You can also enjoy fishing, boating, parasailing, kayaking, swimming and snorkeling nearby.
You are very close to downtown Sarasota, St. Armands Circle and Lido Beach are just across the Ringling Causeway Bridge. The Sarasota Airport, Asolo Repertoire Theater and Ringling Museum are all within minutes of your unique estate homesite. What a wonderful place to live and call home!
Life is good at the Beach!!!

SARASOTA

105 ISLAND CIRCLE

None Beds

None Baths

0.45 acres

$1,100,000

MLS#: A4647819

Step inside the soul of Sarasota’s mid-century renaissance, welcome to 1881 Orchid Street, where charm, craftsmanship, and modern upgrades converge in one of the city’s most evolving, investment-savvy neighborhoods: Poinsettia Park.
This 3-bedroom, 2-bathroom home with a bonus room spans 1,710 square feet and sits on a quiet, tree-lined street where new custom homes are redefining the skyline — yet here, you get the best of both eras.
Inside, you’ll find authentic Spanish tile floors underfoot, a fully updated kitchen featuring fresh countertops, crisp white cabinetry, bold patterned backsplash, and sleek appliances — all bathed in natural light from new hurricane-impact windows.
The layout flows effortlessly from living to lounging, with a Florida room perfect for slow mornings, a screened lanai ideal for entertaining, and a fully fenced backyard that offers privacy and play space. The bonus room (with high wood-accented ceilings) is a true chameleon: art studio, office, gym, guest suite — your call.
And here’s where it gets serious:
    •    New Roof
    •    New HVAC System
    •    New Tankless Hot Water Heater
    •    1-Car Garage
    •    Fresh Landscaping & Low-Maintenance shell front yard with paver driveway
You’re less than five minutes to Sarasota Memorial Hospital, Southside Village, and Morton’s Market — with Siesta Key’s white sands just down the road.
This is more than a turnkey home. It’s a strategic opportunity:
Live here while you design your dream home
Buy into the Southside school district now, before prices leap again
Or build new on this valuable lot in a neighborhood already being transformed by luxury developers
Aesthetic, updated, and well-positioned, 1881 Orchid isn’t just a home. It’s a smart move in a shifting market.

SARASOTA

1881 ORCHID STREET

3 Beds

2 Baths

2,518 Sq.Ft.

$1,099,000

MLS#: A4656488

Price Reduction! An amazing year-round residence, vacation or investment property! Don't miss this rare opportunity to own a beautifully furnished 3-bedroom, 2-bath + loft unit just steps from world-renowned Siesta Beach with dedicated beach access. Recently renovated, this turnkey residence features a bright open floor plan with wood-look tile, shiplap accents, and raised ceilings in the hallways, kitchen and dining areas, a rare update in the community. The kitchen boasts solid wood cabinetry, quartz countertops, stainless appliances, and a charming, windowed breakfast nook. Enjoy multiple dining options including a formal area, bar, and a glass-enclosed lanai, perfect for entertaining. The spacious primary suite opens to a Florida room overlooking a serene pond and wildlife, with a renovated ensuite featuring dual sinks, walk-in shower, abundant storage, and a large closet. Upstairs includes a versatile loft, two guest bedrooms, and a full bath. Relax on the inviting front porch with views of Siesta’s iconic sunrises and sunsets. Additional perks include a one-car garage, private driveway, and in-unit laundry. Located in Gulf & Bay Club Bayside, a gated community with resort-style amenities: two pools, tennis/pickleball courts, clubhouse, fitness center, sauna, fishing pier, walking paths, and BBQ areas. On-site management and a one-week rental minimum make this a standout investment property with strong income potential year-round. Open for showings from June 28th to July 5th.

SARASOTA

1275 SIESTA BAYSIDE DRIVE 1275

3 Beds

2 Baths

1,885 Sq.Ft.

$1,099,000

MLS#: A4636765

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