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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

4,239

# of Listings

2

Avg # of Bedrooms

$472

Avg. $ / Sq.Ft.

$834,271

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4239 Properties Found. Page 228 of 283.

Location, location, location! This property is conveniently positioned on cul-de-sac, close to Tamiami Trail (just East of US 41), near Siesta Key and Lido Key Beaches, downtown, shopping, an exceptional dining options, and in A-rated school districts. Unique family home, featuring wide paved driveway, 1 car garage, private, fenced backyard with open pool, seating arrangement under the pergola and firepit to enjoy during cold nights. Boaters be aware! Extra wide fence gate leads to a parking space for a boat or trailer on the left side of the house behind the fence. 3 bedrooms with a split floor plan and 2 bathrooms offer plenty of storage space, travertine and wood floors throughout, built ins, 2 walk in closets, kitchen with a breakfast bar, pantry closet, reverse osmosis water, and granite counters. Living room and master bedroom French doors will lead you to the spacious pool area with inviting space under the pergola. Master Bath features jet tub and separate shower. This house was remodeled and very tastefully decorated not a long time ago. Furniture and decorations are optional; it can come fully furnished and stocked with all you need or it can be removed! No HOA! 6+ month rental is preferred, but the owner would consider month to month and seasonal, too. Please inquire about monthly and seasonal rental rates. $ 150 application fee for long term. Long term tenant is responsible for all utilities.

SARASOTA

2115 ALVARADO LANE

3 Beds

2 Baths

2,922 Sq.Ft.

$3,800

MLS#: A4652157

***LEASED 2024 SEASON*** GROUND FLOOR condo in Woodland Grove, this is a great condo in a wonderfully serene yet convenient location. Truly close to everything you could possibly want or need. OFF SEASON RATES AVAILABLE. Call Terri

SARASOTA

4397 LONGMEADOW 35

2 Beds

2 Baths

1,526 Sq.Ft.

$3,800

MLS#: A4520600

Cute and Cozy, ground floor 2-bedroom 2 bath condo in The Meadows is the perfect place to spend your winter vacation. Full of charm and decorated with a definite vacation feel from tropical paintings to the soft and mellow tones of the furnishings. Guest bedroom is equipped with a desk workspace and has a queen-sized Murphy bed that is perfect for occasional guests. Glass enclosed lanai is just the right spot to enjoy your breakfast or lunch while watching the action on the golf course. Situated in the "Heart of The Meadows" close to shopping, dining, beaches and the UTC Mall. Please no pets / this is a no smoking property.

SARASOTA

5136 HARPERS CROFT 11

2 Beds

2 Baths

1,164 Sq.Ft.

$3,800

MLS#: A4626932

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!!

SARASOTA

8911 MIDNIGHT PASS ROAD 514

2 Beds

2 Baths

1,233 Sq.Ft.

$3,800

MLS#: A4588110

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. This community has a homeowners association (HOA). The HOA charges fees for lease applicants, which may include application processing, background screening, common area deposit, etc. Contact the agent for specific details regarding the HOA fees for this property.

SARASOTA

4531 LONGWATER 16

2 Beds

2 Baths

1,228 Sq.Ft.

$3,800

MLS#: A4658119

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.

SARASOTA

5748 BAY PINE WAY

3 Beds

2 Baths

2,756 Sq.Ft.

$3,800

MLS#: A4656123

Impeccable in style, this 3-story townhouse has 4 bedrooms and 3 full baths and will be ready for occupancy on February 1! The stunning kitchen has GE cafe appliances including an induction cooktop, quartz countertops, and stainless steel appliances. 10' ceilings, a private elevator and a view of the water add to the incredible ambiance! This home is built to the latest hurricane codes with impact windows. This gated community is a short distance to Siesta Key beach, downtown Sarasota and Venice and offers a heated pool, fitness center and clubhouse. You have a beautiful water view from your screened balcony for your enjoyment and relaxation. UNFURNISHED and READY FOR OCCUPANCY!

SARASOTA

5569 CANNES CIRCLE

4 Beds

3 Baths

2,794 Sq.Ft.

$3,795

MLS#: A4595715

New on site 3 days ago

#A4664567

SARASOTA

5318 COLONY MEADOWS LANE

4 Beds

3 Baths

2,932 Sq.Ft.

$3,750

MLS#: A4664567

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.

SARASOTA

800 BENJAMIN FRANKLIN DRIVE 504

1 Beds

1 Baths

1,002 Sq.Ft.

$3,750

MLS#: A4619645

Beautiful turnkey ready 2/2 condo with stunning water view available for the 2026 season (3-month minimum stay required during season).
Ready to enjoy all that Sarasota has to offer, then look no further than this fully furnished 2/2 condo. This freshly painted, bright and airy unit with beautiful lake views will be sure to please. The condo is located on the second floor, and you'll love the high tray ceiling in the living room area right as you enter. Vinyl floors throughout the common areas give a modern feel, while carpet in the bedrooms provide plush comfort for tired feet. Lounge on your couch in the sunny living room and enjoy worry free entertainment on one of the unit’s three tv’s. The well-equipped kitchen centers the room and includes plenty of cabinet space, as well as a breakfast bar, perfect for entertaining friends and family. The primary bedroom comes with a king bed and all amenities needed for rest and relaxation. The en-suite bathroom has an updated shower and great storage. You'll also find a spacious walk-in closet that will hold all your belongings. A guest bedroom with ample closet space sits on the opposite side of the unit, providing privacy for all visitors. The guest bathroom with a bathtub is right next to it. Enjoy the convenience of your full-size washer and dryer inhouse. Savor a cup of coffee in the morning on your covered lanai watching the sunrise and Florida’s wildlife.

The gated community boasts an array of amenities, including a clubhouse with a fitness center, a heated resort-style pool and a tennis / pickleball court. Discover the convenience of living close to downtown Sarasota, marinas, and the Baltimore Orioles' spring training home at Ed Smith Stadium. Lido Key's & Siesta Key's pristine beaches are just a short distance away, while the Sarasota/Bradenton International Airport ensures easy travel. You'll also find a variety of delicious restaurants close by.

The unit becomes available for rent starting December 1st 2025. December 2025 & April 2026 are available for $3250 per month. January - March 2026 are available for $3750 per month. Rent will drop to $2300 per month starting May 2026. Please contact us if you're interested in renting this unit for a longer term and we'll gladly check with the landlord. There is a $1000 refundable security deposit and a 13% tourist tax (for rentals less than 6 months), not included in the rent. The Villagio Condominium Association charges $100.- per person for the background check. Unfortunately, pets are not permitted, and it is a non-smoking unit. Please call today to schedule your showing or virtual tour.

SARASOTA

1050 VILLAGIO CIRCLE 206

2 Beds

2 Baths

1,156 Sq.Ft.

$3,750

MLS#: A4661090

***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.

SARASOTA

3843 CHAPEL DRIVE

3 Beds

1 Baths

1,348 Sq.Ft.

$3,750

MLS#: A4653666

•.¸¸.•*´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.

SARASOTA

161 GOLDEN GATE POINT 4

1 Beds

1 Baths

1,185 Sq.Ft.

$3,750

MLS#: A4654481

3 month stay required. Available Jan-March 2026.

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.

SARASOTA

7172 GREY SQUIRREL BOULEVARD 81

2 Beds

2 Baths

1,679 Sq.Ft.

$3,750

MLS#: A4655538

Gated Palmer Ranch Community – Promenade Estates – For Lease

Experience the best of Sarasota living in this beautifully designed 5 bedroom, 3 bathroom home in Promenade Estates at Palmer Ranch, a gated neighborhood offering both lifestyle and location. Built in 2022 with solid block construction on both levels, this home combines style, function, and peace of mind.

Inside, you’ll find a smart and spacious layout with one bedroom and a full bath on the main floor, perfect for guests, in-laws, or a home office. Upstairs, the remaining four bedrooms include a spacious primary suite featuring dual walk in closets and a walk in shower in the en suite bath.

The heart of the home is the open concept kitchen, outfitted with stainless steel appliances and designed to flow effortlessly into the living and dining areas, ideal for gatherings and everyday living. A two car garage offers additional storage and convenience.

Residents of Promenade Estates enjoy excellent amenities including a community pool, splash pad with water slides, dog park, basketball and beach volleyball courts, and a playground. Set in an A rated school district, this home is just minutes from Pine View School, a short bike ride to Legacy Trail, and approximately 20 minutes from Siesta Key Beach. Daily essentials are close by, with grocery stores, banks, and dining options all just around the corner.

Available Now, Contact us today to schedule your private showing and make this exceptional home your next address in Sarasota!

SARASOTA

12728 LATERAL ROOT DRIVE

5 Beds

3 Baths

3,177 Sq.Ft.

$3,750

MLS#: A4661644

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.

SARASOTA

8770 MIDNIGHT PASS ROAD 302B

2 Beds

2 Baths

1,286 Sq.Ft.

$3,750

MLS#: A4573996

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