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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

4,571

# of Listings

2

Avg # of Bedrooms

$484

Avg. $ / Sq.Ft.

$870,849

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4571 Properties Found. Page 238 of 305.

Rented for the 2026 winter season. This beautifully landscaped lake front home is where you will want to spend your winter vacation! Situated on Mirror Lake in the heart of Sarasota near Palmer Ranch, this lovely 2 bedroom, 2 1/2 bath home + sunroom offers a quiet and peaceful sanctuary as you sit by the pool with a good book and look out onto a 10 acre lake surrounded by beautiful trees and an occasional visit by a Bald Eagle! Wake up every morning in the Master Bedroom to the beautiful sunrise over the Lake! In the sunroom, you will find 2 sofas, one with a Queen pull out memory foam mattress for overnight guests. This can function as a 3rd bedroom as it has French doors, window shades and a separate cooling system. The Master bedroom has a a new Tempur-Pedic King mattress. The Guest bedroom has 2 full size Trundle beds. A walk-in shower in the Master Bathroom and a tub/shower in the Guest bathroom. The open concept kitchen is complete with stainless steel appliances and beautiful granite counter tops. Full size stackable laundry appliances in the laundry room next to the kitchen.
The home has 18" tile throughout with no carpeting. The oversized garage has a workshop and outside, a lovely back yard patio surrounded by mature Oak trees.
What a treat to take a swim in the 6 ft. deep saltwater lap pool (4 ft. at both ends) and enjoy a relaxing soak in the hot tub after a full day of sightseeing and enjoying all that Sarasota has to offer....Beaches, (Siesta Key Beach is just 15 minutes away - 5.7 miles!), Sarasota's finest shops and restaurants, Sarasota Opera, Ballet, and the Sarasota Symphony. All utilities are included during the prime season months of December through April. Owner has placed a $250 cap on the monthly electric bill during the prime season.
Off-season guests pay the monthly electric bill.

SARASOTA

3670 EMILY LANE

2 Beds

2 Baths

1,683 Sq.Ft.

$5,000

MLS#: A4497308

Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private dock, watching for playful manatees and jumping fish, or simply basking in the sunshine by your private pool. With ample outdoor space for lounging, dining, or even trying your hand at fishing, this backyard oasis is your personal paradise. Inside, the home offers a beautifully appointed, light-filled space. The primary bedroom boasts a comfortable King bed and an en-suite bathroom, while the second bedroom features a Queen bed, and the third provides flexible sleeping with two Twin/Single beds. The fully equipped kitchen is ready for family dinners, though with the vibrant Siesta Key Village near, you might prefer to explore the array of locally owned restaurants, cafes, and lively bars. The unbeatable location means you're not only steps from delicious dining and entertainment, but also just a short 3-minute drive (or a fun bike/golf cart ride, a local favorite!) to the world-famous Siesta Key Beach, consistently ranked among the best in the USA. Please note: If you are bringing a pet, there is a $250 pet fee (per pet). We encourage you to inquire about the specific pet policy applicable to your reservation for clarification, including how and when the pet fee will be collected.

SARASOTA

4946 COMMONWEALTH DRIVE

3 Beds

2 Baths

2,628 Sq.Ft.

$5,000

MLS#: A4657231

Available 7/1/25 Short Term Rental. Annual rental optional. Want to find out " What's all the fuss about Sarasota?" Here 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, 1 1/2-bath home underwent a thoughtful and complete renovation in 2020, including a TESLA Solar roof and Generator. Everything from the new roof, Impact windows, doors, flooring, cabinetry, pool and landscaping was freshly upgraded. An in ground heated pool and hot tub with large cage enclosure with outdoor seating area and Fire pit, 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 Grill & Pub, Tripletail Seafood & Spirits, Walt's Fish Market, Brine Seafood and Raw Bar, Ruth's Chris Steakhouse and all the shops, dining and entertainment in Gulf Gate Plaza. Home is beautifully furnished and ready for you to enjoy. Seasonal Rental Available starting July 1st 2025. (Furnished) [ STR taxes not included in rental price] [Seasonal rate - $9,000 - 10,000. Off Season $4,500 - $6,500/mo.] All taxes apply for Short Term Rentals less than 6 months and 1 day.

SARASOTA

3054 LOCKWOOD TERRACE

2 Beds

1 Baths

1,634 Sq.Ft.

$4,999

MLS#: A4631021

STUNNING VIEW OF SARASOTA BAY- Have your coffee or cocktail from the beautiful balcony seating area. Gourmet kitchen that will inspire any cook. Washer & Dryer in same floor. These 2-bedroom 2 bath unit is a dream come true for vacationers- You won't want to leave! Conveniently located to downtown and St. Armands Circle. If you like to walk to restaurants and shopping, this is the place. Enjoy heated community pool!

AVAILABLE FOR AN ANNUAL STARTING JANUARY 2025

SARASOTA

37 SUNSET DRIVE 54

2 Beds

2 Baths

2,805 Sq.Ft.

$4,995

MLS#: A4623790

Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three pools, saunas, fitness center, tennis, basketball, racquetball, & 24hr security. A must see! Wake up to views of the Gulf and enjoy living your Siesta Key dream. Available for annual rent at $4,500 monthly

SARASOTA

5770 MIDNIGHT PASS ROAD 405

2 Beds

2 Baths

1,466 Sq.Ft.

$4,995

MLS#: A4644677

Unfurnished Annual Rental Available Now. Situated in a premier location, this residence offers unparalleled panoramic water views! Experience resort-style living at its finest in this meticulously designed three-bedroom, three-and-a-half-bath home. The first floor features a private bedroom with an en-suite bathroom and a convenient elevator providing seamless access to all three levels. Ascend to the second-floor main living area, where a gourmet kitchen awaits. Outfitted with high-end appliances, quartz countertops, a spacious center island, and upgraded wood cabinetry, this culinary space is both functional and elegant. The kitchen flows effortlessly into a generous great room, where expansive windows showcase breathtaking scenery. Step onto your private lanai, adorned with pavers, ideal for morning coffee or intimate dinners with friends. The third floor hosts an additional bedroom with an en-suite bathroom, along with the luxurious primary suite. This retreat boasts luxury vinyl flooring, a spa-like bathroom with a walk-in shower, dual sinks, and an oversized walk-in closet, ensuring comfort and sophistication. Emerald Landing at Waterside offers residents a wealth of amenities, including a resort-style pool with lap lanes, pergolas, a cabana, pickleball courts, a fire pit, and a dog park. Additionally, a boat dock with a ferry provides convenient access to nearby retail centers. This home also provides the convenience of maintenance-free living, with the HOA covering exterior landscaping, irrigation, and exterior home maintenance. Discover the epitome of lakeside living at Waterside in Lakewood Ranch, a premier master-planned community in Sarasota County. Spanning over 5,000 acres, Waterside is thoughtfully designed around seven pristine lakes, offering residents unparalleled waterfront views and a serene environment. Waterside Place is the community’s vibrant town center and boasts a selection of shops, restaurants, and cultural venues. It is set to become a cultural hub with the inclusion of The Players Centre for Performing Arts, enriching the community’s cultural scene. Residents can enjoy an active lifestyle with access to amenities such as a clubhouse, fitness center, swimming pool, tennis and pickleball courts, and scenic walking trails. The abundance of lakes provides opportunities for boating, fishing, and other water-based activities. With over 20 miles of shoreline and acres of nature preserves, Waterside seamlessly integrates natural landscapes with modern living, offering a tranquil retreat for its residents. This exceptional home is ready for you to enjoy the perfect combination of luxury, convenience, and community.

SARASOTA

7420 NEWHAM LANE

3 Beds

3 Baths

3,323 Sq.Ft.

$4,995

MLS#: A4657552

Monthly Furnished Pool & Dock House - Welcome to this spacious, fully furnished home situated on an expansive 20,000 sq ft waterfront lot, complete with a boat lift. This turn-key property features: 3 Bedrooms: Each bedroom boasts a king-size bed, private bathroom access, and ample closet space. Screened-in Lanai: Enjoy breathtaking views of the backyard and its amenities, including a deep heated private pool. Fisherman’s Paradise: A 31x21 concrete lighted dock area equipped with water, 60-amp electric, fish cleaning table, and a 10,000 lb boat lift. Located just minutes from Siesta Key by boat or car, this home offers the ultimate combination of luxury and convenience. Come find your happy place!

SARASOTA

2159 CONSTITUTION BOULEVARD

3 Beds

3 Baths

2,752 Sq.Ft.

$4,995

MLS#: A4614670

COMPLETELY RENNOVATED FROM TOP TO BOTTOM LIDO BEACH CONDO. EVERY LUXURY UPGRADE HERE. NEW PLUMBING, NEW ELECTRIC, NEW HIGH CEILINGS, NEW AC, NEW WATER HEATER, NEW FLOORS, TOP LINE TOP KNOTCH NEW KITCHEN, NEW LAUNDRY. No elevators, no stairs.. just park in your covered, attached spot, and walk into your one story slice of paradise. Want walkability? This is it! St. Armand's is just a stroll. Available starting NOW! Villa is exception value for the luxury and location. Fly throughs of property are available. Let's get the conversation going! NEW PHOTOS COMING OF THE LUX UPGRADES!!! THIS IS AN ANNUAL UNFURNISHED RENTAL.

SARASOTA

1900 BENJAMIN FRANKLIN DRIVE 3

2 Beds

2 Baths

1,200 Sq.Ft.

$4,995

MLS#: A4650732

Welcome to your coastal getaway in Sarasota, Florida! It’s a short drive to Siesta Key, Stickney Point and multiple beaches of the Gulf of Mexico. This fully furnished 4-bedroom, 3-bathroom home is the perfect retreat for your vacation. Indulge in the luxury of a remodeled master bedroom and bathroom, featuring a luxurious soaking tub, oversized shower, and a spacious walk-in closet, providing a serene escape.

Immerse into relaxation with your own heated pool, ideal for both daytime refreshment and evening tranquility. The expansive 3/4-acre property with privacy fenced yard offers plenty of space to unwind and soak in the Florida sun.

Inside, discover a spacious and well-appointed living space, complete with all the amenities you need for a seamless vacation experience. The airy kitchen is fully equipped for your culinary adventures, and the living areas are designed for comfort and entertainment.

Ideal for both vacationers and remote workers. Enjoy high-speed Wi-Fi and a dedicated workspace for remote productivity. With plenty of space indoors and outdoors, you'll find comfort and convenience during your stay.

Explore the vibrant gulf gate neighborhood, known for its charming atmosphere and proximity to Sarasota's attractions. Whether you're here for the beaches, cultural events, or outdoor activities, this home is your gateway to a memorable stay.

Book your coastal oasis now and make your Sarasota vacation truly exceptional!
Monthly and Seasonal rates vary from month to month. Call for rates and availability. Multi month rental over 3 months May through October $4500. Tenant pays utilities for multi month rental May 1 - October 31 . Non Smoking, small pet allowed under 40 lbs . Pet fee required . $200 per month.
$299 cleaning fee, 13% sales tax for rentals under six months. heated Swimming pool $100 per month.

January $7,250
February $8,250
March $8,750
April $7,775
May $5,000
June $6,750
July $6,750
August $5,500
September $5,000
October $5,000
November $5,000
December $6,750

SARASOTA

2140 PINEHURST STREET

4 Beds

3 Baths

1,795 Sq.Ft.

$4,950

MLS#: A4538270

This beautiful turnkey furnished and decorated villa is located in the much sought after Palm-Aire Country Club. Features include an updated spacious kitchen with stainless appliances, granite counters and wood cabinets. There are 2 Bedrooms/2 Baths, master bedroom has a king size bed and sliding doors leading out to the lanai, beautifully updated master bathroom with dual sinks and walk-in shower, and queen size bed in the 2nd bedroom. Relax in the enclosed and screened lanai overlooking the Golf Course. The community has a heated swimming pool, seasonal memberships are available at Palm Aire Country Club, which has two 18-hour golf courses, clay tennis courts, Olympic size pool and a fitness center. All of this is just minutes away from Nearby University Town Center and UTC Mall with numerous dining and shopping venues. A short drive to Downtown Sarasota, St. Armand's Circle, and Lido Beach. Sorry, no pets allowed.

SARASOTA

6041 CLUBSIDE DRIVE 6041

2 Beds

2 Baths

1,968 Sq.Ft.

$4,950

MLS#: A4560910

Seasonal Vacation Rental. This a beautiful upstairs 2bed/2bath end unit condo in Weybridge in The Meadows. Turnkey furnished with a lake view. Located behind Benderson Park and the UTC area. Call for availability.

SARASOTA

4662 WEYBRIDGE 8

2 Beds

2 Baths

1,245 Sq.Ft.

$4,925

MLS#: A4587263

#A4659559

SARASOTA

2188 FRUITVILLE ROAD

2 Beds

2 Baths

2,445 Sq.Ft.

$4,900

MLS#: A4659559

Spectacular 2-story home with 5/6 bedrooms/5baths has room for everyone! This home features 2 primary suites ~ perfect for visiting family or a multi-generational arrangement. The kitchen is sure to please with its upgraded appliances (including a gas stove), island, and plenty of cabinets for storage. The living area offers a spacious dining room as well as a large gathering room. All of the bedrooms are generously sized and the primary bedrooms have large bathrooms and closets. The oversized lanai is perfect for dining and lounging. There is a 3-car garage and an extra long drive to accommodate all vehicles. Laurel Lakes is a Gated Community with a Community Club House, fitness room, heated pool & tennis/pickleball courts. This home has just been professional cleaned and painted.

SARASOTA

8323 BARTON FARMS BOULEVARD

5 Beds

5 Baths

5,213 Sq.Ft.

$4,900

MLS#: A4657513

AVAILABLE JAN/FEB & APR 2026. Located in The Meadows, this condo is nestled in one of Sarasota's most popular and sought-after resort style communities. The Village Center has a cafe, restaurant & Village Pub. The Meadows Country Club offers "optional" Country Club memberships and amenities, including golf, pro shops, tennis with 17 Har-Tru lighted courts, pickle ball a Junior Olympic swimming pool & fitness center. It is situated east of downtown Sarasota, near I-75 and one of the largest malls (UTC) on the Gulf Coast where there are over 30 restaurants and shopping venues. It's 15-20 minutes to the beach. The condo comes complete with upscale furnishings, kitchenware and linens/towels. OFF Season (May- Nov) Monthly Rate: $2700. SEASON Dec Rate: $4500, Jan - April Rate: $4900. Open floor plan: living room with gas fireplace, dining table. Private 20 feet screened lanai accessible from living room and guest bedroom, Master Bedroom: (1) King bed with private full bath, ceramic tile tub / shower combo, Guest Bedroom: accessible to screened lanai, huge closets. 20 feet private screened lanai accessible from living room and guest bedroom
***NO TRUCKS OF ANY KIND PERMITTED ON GROUNDS*** Appliances: Refrigerator /freezer, stove with and cooktop, dishwasher, microwave, Washer / Dryer Full size top load washer, front load dryer, Ceiling Fans in every room. High-speed internet provided at no additional cost, Cable TV, no pay/view. Comcast On-Demand movies available at no additional cost, TV Configuration (3) LED flat screen TVs; (1) in entertaining room, (1) in master bedroom and guest bedroom (1), HOA Application and fee required for the first two applicants and $25.00/additional occupant over 18 years of age

SARASOTA

4616 RINGWOOD MEADOW 20

2 Beds

2 Baths

1,000 Sq.Ft.

$4,900

MLS#: A4580655

Live the peaceful country lifestyle while being just minutes to town. This stunning 2,500 SF custom home sits on 5 fully fenced acres in the heart of Sarasota and includes all utilities ! The open floor plan is light and bright and features 3 bedrooms , 21/2 baths plus a den with gorgeous stone and hardwood floors throughout. The updated kitchen includes beautiful wood cabinets with granite counters and open to the family room with a wood burning fireplace. There is a formal living room and dining room as well as a screened lanai overlooking the pastures, horses and lush greenery. Additional highlights are a 2 stall barn, 3 separate pastures and a tranquil pond. Enjoy total privacy and a country feel while still being close to everything Sarasota has to offer. Perfect for nature lovers, equestrians or anyone seeking space and peace. Bring your horses or simply enjoy the serene views of this incredible estate.

SARASOTA

7945 PALMER BOULEVARD

3 Beds

2 Baths

3,797 Sq.Ft.

$4,900

MLS#: A4651123

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