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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
4,535
# of Listings
2
Avg # of Bedrooms
$483
Avg. $ / Sq.Ft.
$865,019
Med. List Price

Browse Downtown Sarasota Real Estate Listings

4535 Properties Found. Page 248 of 303.

Location, Location, Location! Want an almost new home in Always Popular Hammock Preserve?  Here's your chance to be one of the first to occupy this beautiful Palmer Ranch area 3 bedroom, 2 bath plus den home with a 2-car garage in the amenity-rich community of Hammock Preserve.  Indoor maintenance is a breeze also with a bright open floor plan and tile throughout.  The foyer opens up to the kitchen with a walk-in pantry, and a beautiful large island with seating adjacent to the dining area.  The spacious gathering room has coffered ceilings with sliding doors out to the covered lanai overlooking the private back yard.  The owner's suite has a large walk-in closet and bathroom with a shower and dual sinks.  The den/flex space has French doors.  Built by DiVosta, this is an active, maintenance free, luxury lifestyle community with well-rated schools.  Each home is lushly landscaped with automatic sprinkler system.  The Clubhouse in this active community contains a social room where residents can meet to play cards, games, book discussions and hobby groups, fitness center and bar area or relax and enjoy the community fire pit on cooler evenings with neighbors. Hammock Preserve also features a resort-style pool and spa.  Enjoy time with family and friends by scheduling a game of tennis, pickle ball or bocce ball.  Take a nice long walk through the community or enjoy evenings by the community fire pit.  Hammock Preserve is close to shopping, grocery stores, Costco, banking, medical offices and hospitals.  The Legacy Trail is minutes away and used for biking and hiking from Sarasota to Venice.  World famous Siesta Key Beach is just about 10 miles away and there are many golf courses to choose from in the area.  Hammock Preserve, just off Honore Avenue,  is close to I-75 and US 41 for easy access and commutes.
#A4656123

SARASOTA

5748 BAY PINE WAY

3 Beds

2 Baths

2,756 Sq.Ft.

$3,800

MLS#: A4656123

Also available as Short Term Rental. Rented until 5/10/25   Available after 5/12 Long Term or Short Term. Want to find out " What's all the fuss about Sarasota?"  Her it is!  Nestled in a secure, family-oriented neighborhood, the home's charm begins at the curb. The thoughtfully landscaped surroundings and inviting exterior set the stage for the warmth and comfort found within.  This 2-bedroom, 2-bath [ soon to be 3 bedroom] home underwent a thoughtful and complete renovation in 2020, ensuring every detail contributes to a welcoming atmosphere. Everything from the new roof, windows, doors, flooring, cabinetry, pool and landscaping was freshly upgraded. The heart of the home, the kitchen, is a chef's delight with high-end appliances, granite countertops, glass tile backsplash, soft-closing cabinetry and remote controlled custom lighting.  The primary bedroom offers a retreat of tranquility with a walk-in closet and a spa-like bathroom featuring an oversized tub, shower, and double sinks. An open concept layout allows for seamless transitions between spaces while French door in the family room draws your eyes outside and connects you with nature. As you step into the backyard, you're greeted by a true Floridian retreat. An in ground heated pool, jacuzzi, and ample space for play and relaxation create an ideal outdoor haven. The smart irrigation system, butterfly, herb garden, and fruit trees contribute to the vibrant landscape.. Both front and back yards feature automated lights, creating a magical ambiance as they illuminate at dusk. Convenience is key with this home's proximity to downtown Sarasota and 10 minutes to #1 Siesta Key beach.  Great dining near-by including; Geckos, Tripletail, Walt's Fish Market, Brine, Ruth's Chris and much more.    Home is beautifully furnished and ready for you to enjoy.   As of 7/1 home will have a 3rd 20 x 20 bedroom with its own door to patio / pool. 

Seasonal Rental Available (Furnished) [ STR taxes not included in rental price] [Seasonal rate - $10,000 to $12,000/mo.   Off Season $4,500 - $7,500/mo.]
#A4599737

SARASOTA

2244 PALM TERRACE

3 Beds

2 Baths

2,312 Sq.Ft.

$3,800

MLS#: A4599737

Live the Waterside lifestyle in this beautifully designed 2-bedroom + den, 2-bath single-family home in sought-after LakeHouse Cove. Available for a 12-month lease, this 2023-built former model by Homes by Towne offers high-end finishes, hurricane impact windows, smart-home features, and a thoughtfully designed floor plan—ideal for full-time living.

The dedicated home office includes custom built-ins and dual workspaces, perfect for remote professionals. The kitchen features upgraded quartz countertops, stainless steel appliances, and gas cooking. Tray ceilings, crown molding, designer flooring, and a spacious lanai complete the elevated interior.

Enjoy peaceful mornings with sunrise views over protected wetlands. Located just minutes from Waterside Place, residents can enjoy food truck nights, a weekly farmers market, parks, lakefront dining, and more.

Unfurnished. Annual lease only. Lawn care included. Pets considered with approval.
#A4658446

SARASOTA

1007 WATERLINE COURT

2 Beds

2 Baths

2,521 Sq.Ft.

$3,800

MLS#: A4658446

AVAILABLE FOR SEASON 2026 $8,500/MONTH AND OFF-SEASON MONTHS 2025 AT $3,800/MONTH. UTILITIES INCLUDED. SIESTA KEY SPECTACULAR FULL BAY/INTRACOASTAL UNOBSTRUCTED VIEWS! BOOK YOUR BEACH GETAWAY NOW!   Beautifully updated throughout Turnkey "top floor" Condo in this popular community of Sunrise Cove. Located on the southern end of Siesta Key, directly across the street from Turtle Beach! Upon entering the condo, you will immediately fall in love with the bright open plan dining and extended living room, all tastefully furnished and decorated. The fully equipped kitchen has quartz counters, custom cabinets and new stainless-steel appliances. The Master Bedroom has plantation shutters and more amazing views of the bay, the Master Bathroom was also expanded to provide more space and has a walk-in shower and single vanity. Luxury Vinyl in both the bedrooms and tiled throughout the living areas. Guest bedroom with queen size bed and walk-in closet, and the guest bathroom also has a walk-in shower and single vanity.  From the front balcony you will have views of the Gulf, common laundry areas are on each floor, private storage lockers and a trash chute. Plus, 1 assigned parking carport in front of the building and additional guest parking. Sunrise Cove offers many social activities and amenities, which includes a large clubhouse with kitchen, billiards 2 tennis & 4 pickleball courts, fitness rooms, game room, club house, kayak racks, fishing docks, bayside picnic area with gas grills, 2 heated pools overlooking the Bay, and the Jr. Olympic pool is on a peninsula which juts out onto the Bay. Walk across the street the Turtle Beach Access, and you are right next door to Turtles Restaurant, and only .2 miles from the fabulous Ophelia's Bayfront Restaurant. There is a Free Trolley stop directly across the street from the complex, with free rides to the famous #1 Siesta Key Beach with its crystal quartz sand, Siesta Key Village where you will find shopping and restaurants. If you enjoy the nightlife, Siesta key village is where it's at! This is the absolute perfect island getaway.  Don't let this one slip away!!
#A4588110

SARASOTA

8911 MIDNIGHT PASS ROAD 514

2 Beds

2 Baths

1,233 Sq.Ft.

$3,800

MLS#: A4588110

This  is a west South Gate home , a mid-century modern re-do, vinyl flooring throughout 
 With an optional HOA and the South Gate Recreational Center (a pool facility with a small membership fee) This is a 2 bedroom plus bonus room which can flex as office, studio, or even convert to 3rd bedroom, glass windows and doors lead out to an spacious fenced yard , Wrap around screened-in porch provides lots of bug-free outdoor space .
top-rated Southside Elementary and Brookside Middle School**, .8 mile walk to Southside Elementary
this home is in the heart of town,  just minutes from **Siesta Key Beach, Sarasota Bayfront, the Legacy Trail, and 2 miles to downtown Sarasota**.  easy access to shopping, dining, , 1 mile to dining/shopping in Southside Village,
#TB8403377

SARASOTA

2408 SUNNYSIDE STREET

2 Beds

2 Baths

12,434 Sq.Ft.

$3,800

MLS#: TB8403377

This SEASONAL/SHORT TERM TURNKEY condo is overlooking 2 ponds and a golf course, beautifully furnished and ready to rent. This 2-bedroom, 2-bathroom unit is located on the second floor and has been fully renovated with slab quartz countertops, solid wood cabinetry, stainless steel appliances, a butler's pantry, laminate and tile flooring, and a walk-in shower in the guest bathroom. The primary bedroom has a queen bed while the guest room has two single beds, perfect for entertaining guests. The screened-in lanai offers a great opportunity to catch a sunset over the water view. The subdivision offers 2 heated pools and a variety of social activities provided by the HOA. The unit offers a fantastic location for shopping or heading out to any of the award-winning beaches in the area. You haven't experienced how wonderful winter can be until you spent it living the Florida lifestyle.
#A4658119

SARASOTA

4531 LONGWATER 16

2 Beds

2 Baths

1,228 Sq.Ft.

$3,800

MLS#: A4658119

Located in Sarasota's highly desired Longwood Run community, this spacious 4-bedroom, 2.5-bath home offers a bright, airy interior and a functional two-story layout perfect for family living and entertaining. Enjoy easy-to-maintain laminate vinyl and tile flooring throughout – no carpet here! The home features two distinct living rooms: a private, enclosed space for quiet relaxation, perfect for a formal dining room, and an open-concept area that seamlessly connects to the kitchen and dining. Sunlight floods both spaces, with sliding glass doors opening to a backyard oasis. This outdoor haven boasts a sparkling, screened-in swimming pool, an expansive covered lanai with a grilling area, and ample space for lounging or outdoor dining, effortlessly blending indoor comfort with outdoor enjoyment. The heart of the home is a spacious kitchen with warm wooden cabinetry, elegant granite countertops, a center island breakfast bar, and an modern dark-finished appliance package. The dining area, seamlessly connected to the kitchen, is illuminated by stylish pendant lighting and benefits from abundant natural light, enhancing the bright and airy feel of the entire space. The main level includes a convenient first-floor bedroom, a half bath, and a laundry room, ideal for guests or a home office. Upstairs, the spacious primary suite offers a walk-in closet and an en-suite with a double vanity and large glass shower. The two other upstairs bedrooms feature ample closet space, ceiling fans, and large windows, sharing a full bathroom with a granite-topped vanity, tiled floor, and a shower/tub combo. This home also includes a two-car garage, providing ample parking and storage. The highly sought-after Sarasota location truly sets this home apart. Enjoy an exceptional Sarasota lifestyle just minutes from the world-class shopping and dining destination of UTC, offering an endless array of stores and restaurants. Its prime location also provides quick access to Sarasota-Bradenton International Airport (SRQ), recreational opportunities at Nathan Benderson Park, and I-75 for convenient travel to Sarasota's stunning Gulf beaches and beyond. NOTE: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.
#A4659376

SARASOTA

6077 MARELLA DRIVE

4 Beds

2 Baths

3,247 Sq.Ft.

$3,795

MLS#: A4659376

WHAT A BEAUTY! Completely remodeled, turnkey, beachfront condo with gorgeous Gulf views from your covered, screened patio. Enjoy the modern kitchen with stone countertops, sleek cabinetry, and modern appliances. The en-suite is a lovely retreat complete with an ample walk-in closet and roomy, sleek modern bath. The great room is spacious and beautifully appointed, with a convenient hallway half bath. Perfect for entertaining! Nothing will beat the views and sunsets from your patio. The Lido Ambassador is steps from the white sands of Lido Beach, providing private beach access. Plus, enjoy the sparkling pool complete with beach views. Convenient laundry facility on site, as well as fitness room and clubhouse. Unit also includes a covered parking spot. Enjoy the fine dining and shopping of St. Armand's Circle just moments away.
#A4619645

SARASOTA

800 BENJAMIN FRANKLIN DRIVE 504

1 Beds

1 Baths

1,002 Sq.Ft.

$3,750

MLS#: A4619645

***Weekly or Monthly Rental***  Monthly Rate: $7,500 (In Season), $3,500 (Off Season).  Rate does not include Taxes, Cleaning or Fees.  Call for availability.  No Annual Rentals.
 
Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oasis. Perfect for families or groups, this rental includes a private salt water pool with outdoor bar, a cozy fire pit and a game area for endless entertainment. Whether you’re lounging by the pool or gathering around the fire pit, this home offers the ideal space for relaxation and fun.

Location Perks:
• Sarasota-Bradenton International Airport (SRQ): A quick 10-minute drive away for ultimate convenience.
• Downtown Sarasota: Just 12 minutes from vibrant restaurants, shops, and cultural attractions.
• John and Mable Ringling Museum of Art: Immerse yourself in art and history only 7 minutes from your doorstep.
• Sarasota Jungle Gardens just around the corner, less than 5 minutes away.
• St. Armands Circle: Discover unique boutiques and gourmet dining options within a scenic 15-minute drive.
• Lido Key Beach: Only 15 minutes away with beautiful beaches
• Siesta Key Beach: America’s #1 beach is only 20 minutes away

This Chapel Street gem is your perfect home base for exploring Sarasota’s rich cultural scene, pristine beaches, and vibrant city life. Book your stay and experience the best of Florida’s Gulf Coast!

This cozy 3-bedroom, 2-bath home comfortably accommodates up to 8 guests, making it perfect for family gatherings or fun with friends!
Outdoor Bliss: Unwind poolside or in the pool, sip on refreshing drinks, and enjoy In the evenings, gather around the cozy fire pit for warm conversations under the stars. Take advantage of the outdoor grilling area for delicious barbecues.

Extras Included: Your stay comes with complimentary beach umbrellas, chairs, and towels—no need to worry about extra rental fees! Plus, we provide a starter supply of toiletries and cleaning/laundry essentials.

Come experience the laid-back paradise of the Charming Cottage Retreat—your unforgettable getaway awaits!

Pool Heating is available for $20/day from November 1 through April 30 and must be purchased a minimum of 3 days prior to check in.

Travel with confidence. The #PMIPurify program is implemented in every rental, providing a pristine clean for all guests. Travel Protection Insurance is offered, but optional.
#A4653666

SARASOTA

3843 CHAPEL DRIVE

3 Beds

1 Baths

1,348 Sq.Ft.

$3,750

MLS#: A4653666

Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks (lifts allowed), two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, library, billiards, game room, clubhouse, two heated swimming pools, on site manager and more. Pet friendly! Imagine rising each day to panoramic vistas of the Gulf of Mexico, and to view coastal wildlife and breathtaking sunsets. Stroll over to the Bayside to enjoy the refreshing breezes and magnificent sunrises. Tropical gardens add to the appeal of Island Reef. Your new social life awaits a perfect 3-5 minutes walk to a trio of Siesta’s Keys favorite restaurants (casual and waterfront fine dining) or enjoy a complimentary trolley to Siesta Village for dining, shopping, ice crèam, mini donuts, cute brunch spots, yoga, and dancing every night of the week!
SEASONAL GULF SIDE PRICE SCHEDULE: Jan-March 2026-$7,700.00 Leased (Unavailable January March 2026)  August-December 2025 is available.  August through December 2025 is still available.
#A4573996

SARASOTA

8770 MIDNIGHT PASS ROAD 302B

2 Beds

2 Baths

1,286 Sq.Ft.

$3,750

MLS#: A4573996

3 month stay required.  Available Jan-March.

Come experience the peaceful and convenient lifestyle offered by this charming 2 bedroom, 2 bath villa located in the desirable Woodside South community. Tucked away in a quiet cul-de-sac, this home boasts mature landscaping that creates a tranquil park-like setting. Enjoy your morning coffee in the cozy dining area or spend your evenings relaxing on the  lanai. Centrally located near dining, shopping, and beautiful Siesta Key Beach.
#A4655538

SARASOTA

7172 GREY SQUIRREL BOULEVARD 81

2 Beds

2 Baths

1,679 Sq.Ft.

$3,750

MLS#: A4655538

•.¸¸.•*´Coveted Downtown Location¨`*•.¸¸.•***Ground Floor End Unit*** This unit includes a 400 sq ft private courtyard, fully fenced with locking gates, and storage room - with courtyard the total square footage is over 1,100 square feet. Available June 1, 2025. Golden Gate Point is literally a glittering mini 22-acre peninsula that juts into Sarasota Bay. We invite you to enjoy a peaceful, tranquil & relaxing stay at the very unique and rare Peacock on the Point, located on one of the most exclusive streets in all of Sarasota: Golden Gate Point. This gateway to St Armand’s Circle, Lido Beach, and Longboat Key is a hidden jewel in the epicenter of the downtown Sarasota bayfront. Peacock on the Point is a 4-unit condominium building; each unit has been completely renovated & each with its own private entrance and private outdoor space. What makes Peacock on the Point so special is the outdoor space! It’s such an anomaly to have a charming free-standing building in a downtown location and with its own private courtyard, own private quad, own private gazebo an own private outside game room, as well as a Hot tub. Located in the heart of downtown Sarasota, POP is 2.9 miles to Lido Beach, is 7.5 miles to world famous #1 rated Siesta Key Beach, 2 miles to St. Armand’s Circle and just across the Street from the Ritz-Carlton! •*´¨`*•.¸Will Consider Mid-term Lease - Contact Agent for Mid-term Pricing¸.••*´¨`*•.Check out the video for details.
#A4654481

SARASOTA

161 GOLDEN GATE POINT 4

1 Beds

1 Baths

1,185 Sq.Ft.

$3,750

MLS#: A4654481

Available for seasonal or six months or longer.  This very spacious 3 bedroom, 3 bath ranch style home has plenty of room in the living, dining, pool deck and kitchen areas. In of the most desirable locations in Sarasota! Nestled in the quaint area of Gulf Gate. The property backs up to a green field belt for added privacy. You are moments away from US 41 and plenty of retail , restaurants and the Gulf Gate Shopping District. Just moments over the Stickney Point bridge to the west is Siesta Key. The BEST beach in the world! Sparkling waters of the Gulf of Mexico are waiting for you! Stay here and make this the best winter getaway or summer vacation!
Call for rates and availability. Rates vary from December -April and off season which is May - November.
Pool resurfaced April 2025 . New Roof May 2025
#A4545188

SARASOTA

7336 BILTMORE DRIVE

3 Beds

3 Baths

2,502 Sq.Ft.

$3,750

MLS#: A4545188

Welcome to 2260 Island Creek Road, a beautifully maintained 4-bedroom, 2.5-bath executive pool home located in the quiet, sought-after community of Shadow Oaks Estates in Sarasota. This spacious residence offers over 2,100 square feet of living space with a split floor plan, high ceilings, and abundant natural light. The open layout includes a versatile fourth bedroom that can easily serve as a home office or den. The modern kitchen features stainless steel appliances and solid wood cabinetry, while the primary suite includes a walk-in closet and a luxurious en-suite bath. Step outside to your private screened-in pool with serene water views—perfect for relaxing or entertaining. Recent updates include a new roof (2023), newer AC (2020), and a water heater (2021), ensuring peace of mind and energy efficiency. Nestled in a community of just 54 homes, this rental offers both privacy and a welcoming neighborhood feel. Located just minutes from I-75, the Celery Fields, shopping, dining, and Sarasota’s world-renowned beaches, this home delivers the ideal blend of comfort and convenience. Lawn and pool maintenance are included, and pets will be considered on a case-by-case basis. This is Florida living at its finest—available now for long-term lease.
#A4649797

SARASOTA

2260 ISLAND CREEK ROAD

4 Beds

2 Baths

2,961 Sq.Ft.

$3,750

MLS#: A4649797

Lovely condo in a great location in the heart of downtown Sarasota. Close to Whole Foods, coffee shops, theaters, Opera House, library, restaurants and fine dining. The condo is located on the amenity level which is an extension of your home, including a resort style pool, hot tub, fitness center, grilling area, theatre room and community gathering area. A 24-hour concierge on site a parking in a secure garage top off this luxury lifestyle. The condo is open and spacious with living room open to the kitchen, two separate bedrooms each with its own bath, covered terrace, and in unit laundry. The second bedroom is set up as an office with custom cabinets, and a daybed with trundle. Rent includes cable, internet, and water. Rate listed is for one-year minimum, seasonal rate is higher. Please contact owner with interest and inquiries.
#A4651678

SARASOTA

100 CENTRAL AVENUE C517

2 Beds

2 Baths

1,226 Sq.Ft.

$3,750

MLS#: A4651678

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