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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

3,759

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$861,640

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

739 Properties Found. Page 49 of 50.

Welcome to your slice of paradise on Siesta Key! This turnkey furnished 2 bedroom, 1.5 bathroom condo offers stunning canal views surrounded by mature tropical landscaping. With weekly rentals allowed and convenient in-house property management, it’s an ideal opportunity for both personal enjoyment and investment income. On-site property management provides professional oversight and streamlined rental operations. Positioned just steps from Siesta Key Beach, ranked the #1 beach in America, this property offers the ultimate coastal lifestyle in one of Sarasota’s most desirable locations. The unit is high and dry, and did not sustain flooding from recent hurricanes. Midnight Cove II conveniently features deeded beach access for effortless days in the sun. Resort-style amenities include a heated pool, tennis courts w/ pickleball nets, basketball hoop, car wash station, barbecue grills, fitness center, and covered carport parking. Enjoy the ultimate island lifestyle with Captain Curt’s, Daiquiri Deck, Anna’s Deli, and more right across the street, and Siesta Key Village is just minutes away for dining, shopping, and entertainment. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scene is only minutes away. Rental income history is available upon request. Live on the #1 beach in the USA while your investment works for you - this is Siesta Key living at its finest.

SARASOTA

1300 COVE II PLACE 710

2 Beds

1 Baths

1,010 Sq.Ft.

$510,000

MLS#: A4666653

This is the One! *Rarely Available 2bed/2bath Condo located in Sandy Cove II*Second Floor Unit with Your Own Exterior Entrance and Water Views from Your Living Room! Own a Tree top Condo on the #1 beach, Siesta Key*Pet friendly*Open plan with Cathedral ceilings*Sandy Cove II offers access to one of the best fishing piers and waterfront areas on Siesta Key*Designed by Frank Smith from the Sarasota School of Architecture*The master bedroom is on the first level with its own sliding doors that open to a side balcony*The Living Room has full views of the Gulf*The second bedroom is located on the second level with it's own bathroom*Located on the second level is a bonus room* Newer AC system which is still under warranty*Hurricane-rated/high end sliding glass doors which also feature window tint for energy savings*This condo is a short (less than .5 miles) walk or bike ride to the shops and restaurants of Siesta Village*The community features a clubhouse with a screened porch that can be used for private parties and an apartment for visiting guests*There is bike, canoe, kayak, & paddle board storage available & this property has a separate assigned storage unit as well*Sandy Cove II is truly an unique complex located on the North end of the Key*

SARASOTA

212 PASS KEY ROAD 212

2 Beds

2 Baths

1,108 Sq.Ft.

$509,000

MLS#: A4646144

This beautifully updated 3 bedroom 2 bath with secluded private pool, is move in ready WITH furnishings in the very desirable community of The Trails. This lush serenely landscaped property with an open floor plan and vaulted ceilings features Quartz counter tops, stainless appliances, new lighting, kitchen island, and easy maintenance epoxy coated concrete flooring to name a few. The fenced in, screened pool area with waterfall feature also has new epoxy coated, non slip flooring throughout with an area for an outdoor kitchen or BBQ if desired. The Trails LOW HOA fees and NO CDD fees amenities include a swimming pool, tennis court and clubhouse. Conveniently located near the UTC Mall, restaurants, shopping, hospital, Downtown Sarasota, multiple beaches including the world famous Siesta Key Beaches only 10 miles away! PLUS New roof installed 1/2025! and A/C was replaced in 2018.

SARASOTA

3724 71ST TERRACE E

3 Beds

2 Baths

2,208 Sq.Ft.

$509,000

MLS#: A4648339

This listing is part of a bundle – all 7 parcels (16 lots) must be purchased together. Parcels are zoned RMF1 - Residential, Multi Family. 1.94 Acres. Located between 17th St and 15th St near Tuttle. This unimproved land is ready for your dream project! Wanting to build a multi unit project to sell or apartments to build and hold for residual income? Ideal location just seconds away from Cal Ripkin Baseball, BMX Track and tennis courts. One block away from Ed Smith Stadium. 20 minutes to Lido Beach, I-75 and 10 minutes to downtown Sarasota. (Parcels: 2023010071; 2023010069; 2023010065; 2023010078; 2023010067; 2023010082; 2023010080)

SARASOTA

Lots 7 & 8 S BRIGGS AVENUE

None Beds

None Baths

0.25 acres

$500,000

MLS#: A4662391

Welcome to 2531 Portland Street in sunny Sarasota! This isn’t just a duplex—it’s a double dose of opportunity. Two stories, two bedrooms and one bathroom in each unit, PLUS each space comes with its own AC and water heater (because nobody likes sharing those).

Updates? Check. Both units have been refreshed. The upstairs unit at 2531 Portland Street is fresh, bright, and totally move-in ready. Recently updated from top to bottom within the last few years, it’s got a modern, comfortable vibe without losing that homey charm. It also has a big storage room for all your “I’ll use this someday” treasures, while the downstairs sports updated countertops and a deck that’s perfect for your morning coffee or evening chill time. With a NEW ROOF this property is a must have.

Sitting on nearly a quarter acre with a fenced yard, you’ve got space to spread out—or even add another dwelling unit if you’re feeling ambitious. And the location? Minutes from Riverview High School, gorgeous beaches, and all the main roads that get you where you need to be.

Whether you’re looking for an investment, a house-hack, or just a spot that’s as fun as it is functional, this property delivers.

SARASOTA

2531 PORTLAND STREET A

4 Beds

None Baths

1,880 Sq.Ft.

$500,000

MLS#: A4663890

Move right in! Updated turnkey-furnished villa with tranquil garden views in The Meadows, a park-like oasis 15 minutes from downtown. On a canopied street, a paver driveway and charming courtyard welcome you home. Inside you will enjoy a comfortable layout, natural light and beautiful updates like plantation shutters, crown molding, luxury vinyl plank flooring, impact windows on the lanai, a gorgeous kitchen with cabinetry, Giallo granite countertops, stunning marble backsplash and stainless steel appliances. The spacious master suite features a dual countertop-height vanity, walk-in closet and shower. All are adorned by tranquil garden views, a block to the heated community pool, and a quick ride to all the fun The Meadows has in store. With a five-star location and on 1,650 park-like acres, The Meadows is a resort lifestyle community 15 minutes from downtown. Residents enjoy 14 miles of biking and hiking trails, fun-filled activities, fitness center, Jr. Olympic pool, pickleball courts, dining venues and pay-to-play golf and tennis. Plus, close vicinity to award-winning beaches, remarkable arts and culture and just 2 miles to Nathan Benderson Park with world-class sculling, the new MoteSEA Aquarium (2023), the future Sarasota Orchestra and The Mall at University Town Center: a world-class fashion and dining destination. A fabulous Florida lifestyle awaits. 2001 shingle roof with funded replacement reserves, 2016 16-SEER AC, Air Handler replaced in 2023. Impact windows on lanai, turnkey furnished. This home has many upgraded features throughout. Owner/Broker

SARASOTA

5462 CHANTECLAIRE 65

3 Beds

2 Baths

2,309 Sq.Ft.

$500,000

MLS#: O6224253

Here’s is your chance to live on the SOUTHERNMOST TIP OF SIESTA KEY and enjoy STUNNING SUNRISES & SUNSETS all year long. In fact, this is the CLOSEST CONDO to MIDNIGHT PASS and LOWEST PRICED 2-bedroom unit in the entire complex! This one-of-a-kind gated community encompasses over 5+ acres of PRIME WATERFRONT real estate and is loaded with amenities including tennis, pickleball, fitness center, heated lap pool, spa, dry sauna, kayak launch, clubhouse and more. Boat docks are also available for a small fee on a first come first serve basis. Rather go to the beach? No problem…Turtle Beach access is just about a half-mile away. And let’s not forget, just a few miles up the road are all the amazing restaurants and shops of Siesta Village. The first thing you’ll notice when you enter this turnkey-furnished, 2bed/2bath condo, is how the living area leads right out to an expansive 30-foot lanai overlooking Little Sarasota Bay and the Jim Neville Nature Preserve…a perfect spot for entertaining or just sitting back and enjoying the view and the wildlife. The primary bedroom also has access to the lanai and features an ensuite bathroom, finished closets, and of course, spectacular sunrise views. Engineered hardwood floors throughout give the home a cozy, beachy feel. Unlike other condos in the area, a washer/dryer is conveniently located within the unit. Recent updates include 5 new ceiling fans, new blinds, new range, newer dishwasher, and new furniture in the dining room and living room. AC was replaced in 2019. There is also additional storage space on the ground floor for all your beach and boating gear. Don’t miss out on your chance to own a piece of paradise! Schedule your showing today! Before you know it, you could be floating around the crystal blue waters of Midnight Pass and enjoying STUNNING SUNRISES & SUNSETS right from your own condo.

SARASOTA

9397 MIDNIGHT PASS ROAD 405

2 Beds

2 Baths

1,331 Sq.Ft.

$500,000

MLS#: A4662312

Here's your opportunity to enjoy your very own beach front place in the sun! Located directly across from Lido Beach, this light and bright, fully furnished 1 bedroom, 1 bath unit is already set up and generating rental income. The on-site management company is there to handle the day to day operations of short term renting. The bedroom has a king size bed and the living room has a sofa bed which makes it possible to accommodate up to 4 guest. No flooding from past hurricanes in this second floor unit. World class shopping, dining and night-life are just around on beautiful St Armand's Circle. Lido Dorset has a heated community pool, shuffle board court and laundry. Opportunity is knocking, don't miss out. Check it out today!

SARASOTA

475 BENJAMIN FRANKLIN DRIVE 211

1 Beds

1 Baths

593 Sq.Ft.

$500,000

MLS#: A4652585

This listing is part of a bundle – all 7 parcels (16 lots) must be purchased together. Parcels are zoned RMF1 - Residential, Multi Family. 1.94 Acres. Located between 17th St and 15th St near Tuttle. This unimproved land is ready for your dream project! Wanting to build a multi unit project to sell or apartments to build and hold for residual income? Ideal location just seconds away from Cal Ripkin Baseball, BMX Track and tennis courts. One block away from Ed Smith Stadium. 20 minutes to Lido Beach, I-75 and 10 minutes to downtown Sarasota. (Parcels: 2023010071; 2023010069; 2023010065; 2023010078; 2023010067; 2023010082; 2023010080)

SARASOTA

Lots 9 & 10 S BRIGGS AVENUE

None Beds

None Baths

0.25 acres

$500,000

MLS#: A4662392

This listing is part of a bundle – all 7 parcels (16 lots) must be purchased together. Parcels are zoned RMF1 - Residential, Multi Family. 1.94 Acres. Located between 17th St and 15th St near Tuttle. This unimproved land is ready for your dream project! Wanting to build a multi unit project to sell or apartments to build and hold for residual income? Ideal location just seconds away from Cal Ripkin Baseball, BMX Track and tennis courts. One block away from Ed Smith Stadium. 20 minutes to Lido Beach, I-75 and 10 minutes to downtown Sarasota. (Parcels: 2023010071; 2023010069; 2023010065; 2023010078; 2023010067; 2023010082; 2023010080)

SARASOTA

Lots 5 & 6 S BRIGGS AVENUE

None Beds

None Baths

0.25 acres

$500,000

MLS#: A4662390

4 lots zoned RSF-3 located between Edgewood Land and Forest Lane on Swift Rd. Property is South of Bee Ridge Rd.

SARASOTA

SWIFT ROAD

None Beds

None Baths

0.47 acres

$500,000

MLS#: A4658042

Prime LOCATION! Irregular lot located off S Tamami Trail with future commercial zoning.

SARASOTA

ALBERT PLACE

None Beds

None Baths

0.4 acres

$500,000

MLS#: A4608267

Stunning remodel with golf course frontage in Meadows. New roof, AC 2022. Updated kitchen with new cabinets, new quartz counters, new stainless steel appliances, new backsplash, new hardware and new fixtures. Both bathrooms updated with new tile, new vanities, new fixtures, new shower door and new tub. New flooring, new baseboard, fresh paint, new hardware, new lighting. New washer and dryer. Bar in living room features new cabinets, new wine fridge and new beverage cooler. Enjoy the lifestyle of the Meadows with the convenience of a short drive to UTC Mall, downtown Sarasota and nearby beaches. This property is a must see!

SARASOTA

5449 CHANTECLAIRE 75

3 Beds

2 Baths

1,838 Sq.Ft.

$500,000

MLS#: A4668042

West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed!

Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility for nightly rentals.

Set on a spacious quarter-acre, fully fenced lot, the home features a large pool, perfect for soaking up the Florida sunshine. The half bath is conveniently located poolside, ideal for entertaining guests outdoors. Inside, you’ll find a thoughtful layout with a primary suite addition that includes two separate walk-in closets and a cozy sitting area. The first guest room offers impact sliding doors leading directly to the pool, while an additional family/bonus room provides extra flexibility for a game room, office, or guest space.

While the home retains some original finishes, including carpet, it’s bursting with potential just waiting for your personal touch and updates. The whole house was repiped in 2020 and roof replaced 2015. AC is 2014.

Located between Downtown Bradenton and Downtown Sarasota, Whitfield Estates places you minutes from Sarasota Airport, IMG Academy, St. Armand’s Circle, Anna Maria Island, Lido Key, and all the fine dining, shopping, and entertainment the Gulf Coast has to offer.

Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage.

Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities.

SARASOTA

139 ADAIR AVENUE

3 Beds

2 Baths

2,566 Sq.Ft.

$500,000

MLS#: A4654370

This listing is part of a bundle – all 7 parcels (16 lots) must be purchased together. Parcels are zoned RMF1 - Residential, Multi Family. 1.94 Acres. Located between 17th St and 15th St near Tuttle. This unimproved land is ready for your dream project! Wanting to build a multi unit project to sell or apartments to build and hold for residual income? Ideal location just seconds away from Cal Ripkin Baseball, BMX Track and tennis courts. One block away from Ed Smith Stadium. 20 minutes to Lido Beach, I-75 and 10 minutes to downtown Sarasota. (Parcels: 2023010071; 2023010069; 2023010065; 2023010078; 2023010067; 2023010082; 2023010080)

SARASOTA

Lots 3 & 4 S BRIGGS AVENUE

None Beds

None Baths

0.25 acres

$500,000

MLS#: A4662386

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