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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

4,632

# of Listings

2

Avg # of Bedrooms

$484

Avg. $ / Sq.Ft.

$874,462

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

919 Properties Found. Page 3 of 62.

Stunning Former Model Home in Grady Pointe! Discover this exquisite former model home in Grady Point, featuring an array of luxurious upgrades! This spacious 3-bedroom plus den, 2-bath residence is now available and ready for you to call home. As you step inside, you're greeted by soaring high ceilings and elegant upgraded moldings that set the tone for this sophisticated space. The open floor plan is thoughtfully designed with a split layout, offering both privacy and a seamless flow for entertaining. The chef's kitchen is a true highlight, boasting 42" cabinets, stunning 3cm granite countertops with a full tile backsplash, and stainless steel appliances. A large bar area provides additional seating, making it perfect for gatherings. The oversized dining room is ideal for hosting dinner parties, while the family room features a premium entertainment package for cozy movie nights. Upgraded tile flows throughout the living areas, making maintenance a breeze. Retreat to the luxurious primary suite, designed for relaxation, complete with dual vanities, a private water closet, a walk-in shower, and an expansive walk-in closet—truly fit for royalty! The versatile den is perfect for remote work, study, or hosting guests, complete with built-ins for added convenience. Two sizable guest bedrooms and a well-appointed guest bath round out this remarkable home. Situated on one of the best home sites in Grady Point, you’ll enjoy a tranquil water view with neighbors on only one side. The property is fully fenced, ensuring privacy, and includes an indoor laundry room for added functionality. This home has been meticulously upgraded with top-tier options, from paint to cabinets to millwork. Don't miss the chance to make this dream home yours! Schedule a showing today! Grady Pointe is conveniently situated just three miles north of Downtown Sarasota, providing a serene environment surrounded by small corporate parks, private schools, golf courses, churches, and gated communities. KB Home has limited the neighborhood to fewer than 60 lots, ensuring ample green space for residents. Approximately half of the properties boast scenic views of two large lakes.

SARASOTA

7434 35TH LANE E

3 Beds

2 Baths

2,700 Sq.Ft.

$499,900

MLS#: A4625147

LOCATION LOCATION! Sitting West of US41 directly behind Starbucks is this ready to rent duplex. Each unit is a 2bedroom 1bathroom with Vinyl Floors, shaker cabinets, full size bathroom with tub/shower combo. Units are currently vacant and on Month to Month Leases and property managed. Expected Rents of around $1800-$1900 per unit. Separately metered. Hot Water Heaters are 2020 and 2021. Roof replaced 2021. Electric Panels replaced 11/2023. HVAC Units 2023 and 2010. New Duct work in rear unit.

SARASOTA

1038 25TH STREET

4 Beds

None Baths

1,550 Sq.Ft.

$499,777

MLS#: A4631522

Spacious 4-Bedroom Sarasota Retreat in Manatee County – Near Beaches, Golf & IMG Academy
Escape to your own Florida oasis with this beautifully updated 4-bedroom, 2-bathroom home located in Manatee County, just minutes from Sarasota’s top attractions. Tucked in a peaceful neighborhood near Indian Beach, this home offers comfort, convenience, and incredible investment potential.
Inside, enjoy bright open living areas, a fully equipped kitchen with stainless steel appliances, and a dedicated workspace with super-fast Wi-Fi, perfect for remote professionals. The layout is ideal for families, vacationers, or group stays.
Located just 5 minutes from Indian Beach and golf courses, 8 minutes from Sarasota-Bradenton International Airport (SRQ), and 15 minutes from IMG Academy, you’re also just a short 20-minute drive to Siesta Key, Anna Maria Island, and Lido Beach. Enjoy proximity to top-rated restaurants, shopping, and all that Sarasota and Manatee County have to offer.
Unwind in the private hot tub under the stars and enjoy Florida living at its finest.
Property Highlights:
• 4 spacious bedrooms, 2 full bathrooms
• Fully equipped modern kitchen with stainless appliances
• Hot tub and tranquil outdoor space
• Fast Wi-Fi and dedicated office setup
• Located in Manatee County
• Minutes to beaches, golf, and SRQ Airport
• Close to IMG Academy, downtown Sarasota, and waterfront attractions
• Ideal for short-term rentals, second home, or full-time living
Don’t miss the opportunity to own this exceptional retreat in one of the most desirable areas on Florida’s Gulf Coast. Schedule your private tour today!
It is the buyers and buyer's agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates.

SARASOTA

725 WINTER GARDEN DRIVE

4 Beds

2 Baths

1,848 Sq.Ft.

$499,565

MLS#: TB8405686

#A4653283

SARASOTA

4151 OLIVE AVENUE

2 Beds

2 Baths

19,979 Sq.Ft.

$499,500

MLS#: A4653283

#A4656711

SARASOTA

2512 JAMAICA STREET

3 Beds

2 Baths

2,324 Sq.Ft.

$499,000

MLS#: A4656711

Live the Florida dream in this fully furnished, designer-finished 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering deeded beach access to world-famous Siesta Key Beach just across the street. Situated on the third floor with picturesque water views, this beautifully updated unit features granite countertops, white shaker cabinetry, stainless steel appliances, and newer laminate flooring throughout. Enjoy peace of mind with impact windows and custom plantation shutters, while the enclosed lanai with sliding glass windows provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled guest bath, and the entire unit was freshly painted in 2025. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, kayak launch, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times per year, it’s ideal as a personal escape or investment property. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

SARASOTA

1257 S PORTOFINO DRIVE 306

2 Beds

2 Baths

1,061 Sq.Ft.

$499,000

MLS#: A4656723

A unique opportunity to create a slice of Heaven. A first floor walkout with beach, sunset and garden views. Enjoy the white sandy beach, aquamarine water, and glorious sunrise and sunsets from this beach location. Over 1150 square feet of living space in this one bedroom plus den, two bath condo. This highly sought after great room floor plan allows this to live larger than one would think. The unit has had damage from the recent hurricanes. It will be turned back to a white box. The balance of the insurance money will be credited to the buyer. It has one covered parking space, a storage unit on the second floor in the building and a large lanai storage closet. Lido Harbour South is a beachfront complex with heated pool. The association is in process of restoring the property.

SARASOTA

2110 BENJAMIN FRANKLIN DRIVE 105

1 Beds

2 Baths

1,159 Sq.Ft.

$499,000

MLS#: A4633103

A Maintenance-Free Villa with Stunning Views in a Tranquil 36+ Acre Community! If you’re looking for a maintenance-free villa with an updated open floor plan, scenic views, and a peaceful setting filled with wildlife and room to roam, this is it! Nestled in a spacious 36+ acre community, this 3-bedroom, 2-bath, 2-car garage end-unit villa offers the perfect blend of comfort and convenience. Large primary suite with private lanai and ensuite bathroom & walk-in closet will delight you. The guest bedroom is also large and has a large walk-in closest providing ample storage. The third bedroom can be used as an office, study, den and overflow for additional company should you need more space. Step inside from the front breezeway to discover new impact glass windows, a bright and airy interior with light colors and textures, and a wood-burning fireplace that adds warmth and charm. The large well designed kitchen is a chef’s delight, featuring stunning quartz countertops, white shaker cabinetry, and stainless steel appliances, along with ample seating for casual dining. The oversized 2-car garage provides plenty of space for storage, making organization effortless. Located just minutes from Gulf Gate shops and restaurants, world-famous Siesta Key Beach, and I-75, this home offers easy access to downtown Sarasota’s vibrant arts scene and entertainment. Don’t miss the chance to experience this relaxing, nature-filled lifestyle—schedule your private showing today!

SARASOTA

7347 ROYAL BIRKDALE DRIVE

3 Beds

2 Baths

2,786 Sq.Ft.

$499,000

MLS#: A4642408

This unit did not flood in any storms! Seller offering a 1 point rate buydown! Experience the ultimate in coastal living from this beautifully updated condo located just steps from the world-renowned Siesta Key Beach. Situated in a sought-after Siesta Key community, this ground floor residence offers abundant natural light and a relaxed Florida lifestyle.
The spacious 2-bedroom, 2-bath layout features an open-concept living and dining area, a modern kitchen with quartz countertops and stainless steel appliances. The primary suite includes an en suite bath and ample closet space, while the guest bedroom offers flexibility for visitors or a home office. This unit is move-in ready and ideal as a full-time residence, seasonal retreat, or income-producing vacation rental. The community features resort-style amenities including a heated pool, clubhouse, beach access and boat docks (based on availability). Assigned parking and in-unit laundry provide added convenience. Located near Siesta Key Village with its vibrant dining, shopping, and entertainment options, this is a rare opportunity to own a piece of paradise in one of Florida’s most iconic island communities.

SARASOTA

5623 MIDNIGHT PASS ROAD 615

2 Beds

2 Baths

1,072 Sq.Ft.

$499,000

MLS#: A4652823

Start living the Florida lifestyle today with a move-in ready townhome in the ideally located community of Palmer Square West. This 3-bedroom, 3-bathroom unit is in excellent condition, a new A/C system, and being sold turnkey furnished, making it a perfect choice - whether for your primary residence, vacation home, or rental investment. Features in this townhome include high ceilings, crown molding, ceiling fans, luxury vinyl and tile flooring, plus impact resistant windows on all windows except the sliding doors and dining room bay window. The first floor offers living and dining areas, a beautiful eat-in kitchen with wood cabinets and granite countertops, a screened-in lanai running the width of the unit, plus a den or option of a third bedroom with an ensuite bath. The two-car garage has several storage areas, opens into a separate laundry room, and then into the kitchen. Two large bedrooms are located on the second floor, each with ensuite bathrooms, one with a private balcony; both have recently been painted and have new luxury vinyl flooring. Townhomes at Palmer Square West provide residents the peace of mind of living in a smaller, safe and secure, maintenance-free community, with brick paver driveways, new exterior painting and new barrel tile roofs on all 29 units, paid for and completed in 2023. In addition to relaxing at the community pavilion with heated pool and spa, or on the screened-in lanais overlooking the extensive landscaping, ponds and fountains, close proximity to shopping, restaurants, medical care, sports and recreation facilities – including a short drive to one of the best beaches in the world, Siesta Key – allow residents to stay close to home to enjoy year-round Florida living.

SARASOTA

3665 SQUARE WEST LANE 13

3 Beds

3 Baths

2,701 Sq.Ft.

$499,000

MLS#: A4636595

Price Reduction!!!.....Siesta Key Gem! Beautiful 2/2 - 2nd floor unit, Best Water view! Located in a lush 7 acres of property centrally located by the public beach. Quiet private corner of Siesta Key, walking distance to the number #1 beach, Siesta Key. Manager onsite Monday-Friday 9-4. This unit has its own stackable washer and dryer. It is being sold turnkey ready , both bathrooms remodeled 2017 and 2020, kitchen offers newer appliances 2019, The lanai looks out at the water, beautiful trees. walking path and gardens. This has also been in the rental program and has good rental income, which includes owners use. Community offers a beautiful heated pool; Boat docks are first come first serve and does require adding your name to the current waiting list. Max length of boats are 22 feet. The public beach of Siesta Key is less than a 1/4 mile from this condo along with the public tennis and pickleball courts. Don't miss out on the beauty!!! 1 small dog allowed under 25lbs. One assigned parking space plus visitor parking. Single owner for nearly 50 years! No water or wind damage, no insurance claims...
Internet and cable included in HOA thru Comcast. ...14 day minimum lease
DON'T MISS THIS ONE

SARASOTA

5665 MIDNIGHT PASS ROAD 410

2 Beds

2 Baths

1,072 Sq.Ft.

$499,000

MLS#: A4641776

Welcome to Esplanade at Palmer Ranch. This resort style community has all of the amenities to live the lifestyle of your dreams. This top floor end unit brings the outdoors in with views of the pond and all of the wildlife that it attracts, as well as the tennis courts, pickle ball courts, bocci ball courts and the surrounding landscape. The open floor plan provides spacious living areas with 13-foot ceilings, and tons of natural light from the many windows and sliding doors. The well-designed layout offers a split plan, with the primary bedroom facing the pond and tennis courts, with walk in closets, a spa-like bath with dual vanities. The second bedroom offers a south facing view, as well as almost new flooring and ceiling fan. The third bedroom has a queen murphy bed with built-in closet and extra storage or use as an office when the bed is not needed. The community of Esplanade also features a world class fitness center, resort style pool with hot tub, resistance pool, splash pad and swim lanes along with cabanas for your enjoyment. And for your pet? There's the dog park where he can socialize with the other very lucky pets to be living in this amazing community! So many more features that you must come to experience.

SARASOTA

5424 CICERONE STREET 204

2 Beds

2 Baths

1,532 Sq.Ft.

$499,000

MLS#: A4648845

Welcome to 3432 Pine Valley Drive, a hidden gem in the heart of Sarasota, perfectly positioned near the world-renowned Siesta Key Beach, vibrant downtown Sarasota, and the upscale shopping and dining of St. Armands Circle. Also just a short drive away are local favorites like Detwilers Farm Market and the expansive University Town Center, offering a wide variety of dining and shopping options. This 3-bedroom, 2.5-bath home sits on a rare oversized 13,200 sq ft lot, backing up green fairways of the Palms Golf Club at Forest Lakes – offering both privacy and serene views. A spacious circular driveway leads to the two-car garage, providing plenty of parking for family and guests. Inside, you'll find an open floor plan that provides a flexible layout, ideal for modern living and entertaining. The heart of the home flows seamlessly into a large lanai, accessible through three sets of sliding glass doors, creating an inviting indoor-outdoor connection – perfect for Florida living. The home presents a fantastic opportunity to add your personal touch and truly make it your own. Many of the windows have already been upgraded to high-impact, hurricane-resistant, providing peace of mind and excellent energy efficiency. In addition, being in Flood Zone X means you'll enjoy the lowest possible flood risk in the area, a valuable feature for long-term investment and peace of mind. Outside, the expansive lot offers endless possibilities, to create a backyard oasis and plenty of room for a pool. With no direct rear neighbors, you'll have plenty of privacy as you relax and take in the golf course views, framed by mature trees and lush landscaping. With its prime location, potential for personalization, and desirable lot size, this property is an excellent find in one of Sarasota's most sought-after areas. Don't miss the chance to transform this spacious home into the perfect Florida retreat.

SARASOTA

3432 PINE VALLEY DRIVE

3 Beds

2 Baths

3,284 Sq.Ft.

$499,000

MLS#: A4652613

SELLER MOTIVATED, WILL LOOK AT ALL OFFERS * "A" RATED SCHOOLS * IMPECCABLY MAINTINED HOME IN ONE OF SARASOTA'S MOST SOUGHT AFTER NEIGHBORHOODS, THE PADDOCKS * IMMACULATE HOME SHOWS PRIDE OF OWNERSHIP * 3 Bedrooms & 2 Baths * ALL Bedrooms feature large walk-in closets * Split plan * Vaulted ceilings * Master Suite with a spa-like bath including dual sinks, garden tub, and walk-in shower * Formal Living Room * Chef's Kitchen is open to the Family Room with a wood-burning Fireplace * 2 Car Garage * All of this wraps your PRIVATE CUSTOM CAGED POOL + SPA with SOLAR HEATING (no separate spa heater) * Great for entertaining or simply relaxing in your slice of paradise * LARGE Corner Lot * Cul de sac location * VERY PRIVATE SETTING "A" RATED SCHOOLS *

Great for entertaining or simply relaxing in your slice of paradise * LARGE Lot * "A" RATED SCHOOLS * Awesome location is within minutes to the renowned Celery Fields for bird watching and exercise, the NEW UTC Mall, dining, county park & Benderson Rowing Facility as well as golf courses & I-75 access * Mere minutes to downtown & world famous Siesta Key Beach * Location, Location, LOCATION! * One look & you'll fall in LOVE! *

SARASOTA

6405 ALESHEBA LANE

3 Beds

2 Baths

2,938 Sq.Ft.

$499,000

MLS#: A4654853

PRICE DECREASE! The perfect opportunity for the Florida Lifestyle! MOVE-IN READY. This 2-bed, 2.5-bath condo is being sold TURNKEY FURNISHED with comfortable living space, all in WALKING distance from the sugary sands of Siesta Key Beach. This is a great investment opportunity as Bay Oaks has a ONE WEEK RENTAL MINIMUM. Inside, enjoy a spacious and homey area for relaxing or entertaining. The kitchen is well-equipped for all your culinary adventures, and each bedroom comes with its own private bathroom, ensuring convenience and privacy.
Located on the bay side of Siesta Key, Bay Oaks offers a variety of amenities including a community pool, tennis courts, community grilling area, and a fishing pier extending into the bay. With a trolley stop right outside the community for a free ride, Bay Oaks also provides easy access to all Siesta Key Village offers such as nightlife, restaurants, and shopping.
Drink morning coffee watching the sunrise over the inter-coastal and walk across midnight pass onto the public beach to end your day watching the sunset. This is a wonderful opportunity for a low-maintenance lifestyle whether it is a vacation home, a turnkey rental property, or a permanent home. Escape the cold winters, and come to sunny Florida as this condo is ready for your seasonal move-in! Schedule your viewing now, available virtually or in-person.

SARASOTA

6157 MIDNIGHT PASS ROAD C12

2 Beds

2 Baths

1,569 Sq.Ft.

$499,000

MLS#: A4618161

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