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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

3,281

# of Listings

2

Avg # of Bedrooms

$682

Avg. $ / Sq.Ft.

$1,316,032

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3281 Properties Found. Page 102 of 219.

Price reduced

Arlington Park is the place to be, a highly sought-after East of Trail neighborhood, prized for its central location and convenient lifestyle. Walk to Arlington Park & Aquatic Complex for swimming, tennis and shaded walking trails. Live within one mile of Sarasota Memorial Hospital, Southside Village, Southside Elementary and Sarasota High. Love the beach? It’s just six miles to Sarasota’s white-sand beaches at Lido Key and Siesta Key.

Set on a spacious 0.24-acre lot, this 1,586-square-foot classic Florida ranch residence features solid concrete block construction, new impact windows, new roof, new Carrier A/C system, and cool terrazzo floors. The updated kitchen and refreshed second bath bring a contemporary touch to a timeless layout, while the enclosed Florida room offers additional living space filled with natural light. The fully-fenced yard has lush zoysia grass, two brick-paver patios, irrigation, outdoor lighting, and a storage shed.

With its durable construction, recent upgrades, and prime location, this Arlington Park home offers an exceptional opportunity to live East of Trail in the heart of Sarasota.

SARASOTA

2609 HIBISCUS STREET

3 Beds

2 Baths

1,586 Sq.Ft.

$674,900

MLS#: A4667289

Experience the pinnacle of coastal luxury in this completely updated, FULLY FURNISHED end-unit condo located in the relaxing community of Whispering Sands on Siesta Key. Overlooking a tranquil lagoon and offering private beachfront access, this 2-bedroom, 2-bath residence seamlessly blends modern comfort with serene island living. This rare end-unit offers extra privacy and natural light, along with two fully enclosed balconies that expand your living space and showcase beautiful views of the lagoon and the gulf. Updates include recessed lighting, updated light fixtures, luxury vinyl flooring throughout, fully redesigned kitchen with granite counter tops and stainless steel appliances, and both bathrooms have been thoughtfully redesigned with sleek, modern finishes that elevate the overall feel of the home. Every detail has been considered, from the open-concept layout to the quality craftsmanship found in every corner of this completely renovated unit. Set in one of Siesta Key’s most desirable communities, residents enjoy exclusive amenities including 800 feet of private beach on the Gulf, two heated pools, fitness rooms, clubhouses, and scenic walking paths around the lagoon. Just a short stroll away, Siesta Key Village offers dining, shopping, and vibrant island culture. Whether you're seeking a year-round residence or the perfect vacation getaway, this home offers the ultimate combination of luxury, location, and laid-back Gulf Coast lifestyle.

SARASOTA

101 WHISPERING SANDS DRIVE 307

2 Beds

2 Baths

1,271 Sq.Ft.

$670,000

MLS#: A4654831

Pre-Construction. To be built. The Braden reflects quiet elegance and modern design. Its layout includes 1 story, 4 bedrooms, 2 bathrooms, den and an open-concept kitchen and great room. The home also features tray ceilings, gourmet kitchen, and a tankless water heater.

When you enter the Braden, you walk straight into the heart of the home. A spacious and elegant kitchen area awaits with a large island for extra prep space. Tons of cabinet storage allows for decluttered and open sight lines through the dining space and into the great room.

In the Braden, 3 additional bedrooms sit in their own wing of the house.

The owner's suite is a tranquil oasis where a spacious walk-in closet, owner's bath with double sinks, and an enclosed shower await you.

A cozy den allows for a quiet home office or play room.

The Braden is perfect for those who need space, flexible living arrangements, and an elegant design.

SARASOTA

9669 CRYSTAL ISLES CIRCLE

4 Beds

2 Baths

2,133 Sq.Ft.

$669,999

MLS#: R4910290

Come live where everyone goes on vacation! This is a beautiful breathtaking 3 bedrooms, 2.5 bathroom, Sarasota pool home in Whitfield Estates. Some of the features include private screened pool and lanai. Huge private backyard. This home was fully updated with new appliances, Hvac was replaced in 2025, roof was replaced last year, water heater and water filter was replaced 2 years ago, new pavers on the driveway, and fully remodeled bathrooms. This home is 2 blocks away from the Sarasota bay! 17 minutes away from Lido Key beach! 10 minutes away from the airport, shopping centers and so much more.

SARASOTA

7324 PHILLIPS STREET

3 Beds

2 Baths

1,958 Sq.Ft.

$669,999

MLS#: A4663038

Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

SARASOTA

6150 MIDNIGHT PASS ROAD V38

2 Beds

2 Baths

939 Sq.Ft.

$669,900

MLS#: A4656918

Welcome to 1313 Siesta Bayside Drive in Gulf & Bay Club Bayside, a beautifully updated 2-bedroom, 1.5-bath condo offered turnkey furnished and ideally suited as a personal beach retreat or high-performing investment property with weekly rental flexibility and consistent future bookings already in place. This light-filled residence features tasteful coastal updates and a serene pond waterview, complemented by a private single-car garage, driveway parking, and additional guest parking conveniently located across the street. Enjoy deeded beach access to world-famous Siesta Beach, renowned for its bright white quartz sand and crystal-blue Gulf waters, just a short walk away, while the Siesta Key Village shops and restaurants are an easy drive, bike, or golf cart ride. Gulf & Bay Club Bayside is a gated, resort-style community offering two heated pools, tennis and pickleball courts, walking paths, a fishing pier, fitness center, clubhouse, BBQ and picnic areas, and lush tropical landscaping, delivering the perfect blend of relaxed island living and strong income potential in one of Siesta Key?s most desirable communities.

SARASOTA

1313 SIESTA BAYSIDE DRIVE 1313D

2 Beds

1 Baths

959 Sq.Ft.

$669,000

MLS#: A4678960

Price reduced

UNUSALLLY AVAILABLE! DIRECT INTRACOASTAL VIEW! Stunning ICW Water View on Siesta Key with direct, full view of the Intracoastal Waterway and private beach access across the street. Sought-after Tarpon Building in Siesta Harbor 55+ Community with only 8 units facing directly to the main Intracoastal waterway-- Views are Outstanding! Open Floor Plan, large open dining and living room leading to Glass Enclosed Lanai with Breathtaking Views! This beautiful 2 bedroom 2 bath is move in ready for your enjoyment or ready to rent! Gorgeous water views are the first thing you'll notice when walking in the front door. The bright lanai offers a seamless transition between indoor and outdoor living, where you will feel the refreshing breeze while watching the Boats go by and enjoying picturesque sunset views over the ICW. Resort-style amenities, including a sparkling heated community pool, clubhouse and private beachfront access for morning walks on the beach, shelling, watching for dolphins or sunbathing and swimming in the Gulf of Mexico. Enjoy the state-of-the-art fitness center, unwind in the saunas or soak in the outdoor spa and 88 degree heated pool. Free On-site laundry facilities and a private fishing pier along the ICW, ideal for fishing, watching the boats go by or relaxing. ! It's ready for your enjoyment! Active 55+ community, close to the pool, clubhouse, beach access, SCAT, the trolley right outside your door! Beautifully done, tile through out, great coastal feel! TURNKEY FURNISHED! This is a great community lots of activities, fitness room, saunas, outdoor spa, heated pool, on site free laundry, pier on the main intracoastal waterway to relax and fish a bit. The location is wonderful, easy on and off the key, walk to shops, restaurants, mini-donuts! Elevate your living experience in this ready-to-move-in, fully furnished home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota; your new home awaits! This is your chance to experience waterfront living at its best—don’t miss this exceptional opportunity! You Deserve Paradise!

SARASOTA

1350 N PORTOFINO DRIVE 402

2 Beds

2 Baths

1,061 Sq.Ft.

$669,000

MLS#: A4654820

Experience the ultimate in coastal living at Harbor Towers Yacht & Racquet Club-- a resort-style waterfront community on Siesta Key. This two-bedroom, two-bathroom west-facing condo offers breathtaking Gulf views and has been thoughtfully upgraded for modern comfort and style. Being sold turnkey furnished. Recently, the community completed a $13 million structural and hurricane upgrade program (2024), ensuring compliance with the latest safety standards for wind and storm protection. Featuring new hurricane-rated windows and doors, a beautifully appointed quartz kitchen with under-cabinet lighting, and updated baths with granite countertops and walk-in showers designed for ease of use. The open-concept living and dining area is bathed in natural light, creating a bright and welcoming space to relax and entertain. Harbor Towers is in a class of its own, offering an exceptional array of resort-style amenities, including: • A large marina with a fishing area and direct Gulf access (no fixed bridges) • Two heated pools for year-round enjoyment • Three Har-Tru tennis courts • Fully equipped fitness center & sauna • Clubhouse with social spaces • Outdoor BBQ and kitchen prep area • Serene waterfront seating areas to watch boats and marine life For boating enthusiasts, rental slips for personal watercraft are available through the association. Looking for an investment opportunity? This unit allows for two-week minimum rentals, with the option to utilize the on-site property management office or manage rentals independently. Whether you’re seeking a luxurious full-time residence, a vacation retreat, or an income-generating property, this vibrant, welcoming community is ready to embrace you. Don’t miss this rare opportunity to own a piece of paradise on Siesta Key!

SARASOTA

5855 MIDNIGHT PASS ROAD 327

2 Beds

2 Baths

1,165 Sq.Ft.

$669,000

MLS#: A4677414

Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum.
The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting.
The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living.
Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away.
This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.

SARASOTA

137 AVENIDA MESSINA 1

2 Beds

2 Baths

900 Sq.Ft.

$665,000

MLS#: A4671658

A unique home offering a scrumptious combination of mountain chalet meets beach cottage. Allow me to introduce you to the ‘SEA JAY CHALET’. Upon approach, you begin to understand the expanse of this almost 14,000 square foot lot as you come ‘round the bend'. Beautifully landscaped and finished with stained cedar and stone accents- you can already tell this isn’t your typical Florida home. Glass double-doors lead you into the spacious, sky-light enhanced foyer entry and then…….WOW! A substantially sized great room with vaulted ceilings enhanced with pine tongue-and-groove accented with white wood beams and a decorative wood fireplace wall and mantle. The oversized living space is open to the updated kitchen and also the light and bright, sliding glass door edged Florida Room full of natural light, peace and privacy surrounded with palms and 6’ of privacy lined fencing. The updated kitchen offers seating and serving bars with extra cabinetry, Cambria quartz tops, newer appliances and the entire home is graced with a lovely selection of consistent ceramic flooring. Both baths are delectably refreshed and carry the Sea Jay theme of birds on thru the home. An outside pool/spa deck with retractable awning, grilling pad, cool shed, and rock-scapes help to complete the ambiance of this fascinating homestead. Gulf Gate East is an established community of mature trees, wide roads, sidewalks on both sides and in what one may call the ‘SWEET SPOT’ of Sarasota. Near some of the best beaches, shopping, and dining districts around the town. Sea Jay’s Chalet is truly unmatched in this marketplace and a home in a class all its’ own. The list of improvements since 2022 and recently before are vast. Included are AC, water heater, roof, hurricane skylight, windows and doors, pool equipment, popcorn ceiling removal and tongue and groove install, updated irrigation and backflow, interior renovation, exterior painting and landscaping, shed, garage shelving, grilling pad w/sail shade, tile baths and so much more.

SARASOTA

6530 WATERFORD CIRCLE

2 Beds

2 Baths

1,815 Sq.Ft.

$665,000

MLS#: A4678721

1/3 of an acre, West of Trail, renovated. You've been looking for a while, waiting for the right one. Then this one pops up in Southpointe Shores, a boating community, with a dock and ramp. You've driven through there and always liked the neighborhood, location can't be beat. You think "How's the roof? How about the AC?" Less than a year old and 4 years old, respectively. You're gonna love everything even more in person. Close to everything, high and dry.

SARASOTA

1833 SANDALWOOD DRIVE

3 Beds

2 Baths

1,747 Sq.Ft.

$660,000

MLS#: A4663847

Discover modern living in this beautifully built home located in Promenade Estates at Palmer Ranch, completed in 2023. This like new residence offers a peaceful pond view with a decorative fountain and a fully fenced-in backyard, creating a relaxing setting for everyday living and quiet evenings at home.

The home features 5 bedrooms and 3 full bathrooms, with a thoughtful layout that includes one bedroom and one full bathroom on the first floor, and four bedrooms with two full bathrooms on the second floor. The spacious primary suite provides added privacy with two walk-in closets and a direct connection to the primary bathroom.

The open-concept kitchen is equipped with newer stainless steel appliances, perfect for both daily use and entertaining. Additional highlights include a two-car garage and modern finishes throughout the home.

Residents of Promenade Estates enjoy outstanding community amenities, including a swimming pool, playground, dog park, basketball court, beach volleyball court, and a water splash pad with water slides.

The neighborhood is located within an A-rated school district and is approximately 8 minutes from the nationally ranked Pine View School, just a 7-minute bike ride to the Sarasota Legacy Trail, and only 17 minutes from the world-famous Siesta Key Beach. Everyday conveniences such as grocery stores and banks are just 5 minutes away, with a wide selection of restaurants within a 10-minute drive.

SARASOTA

12537 NIGHT VIEW DRIVE

5 Beds

3 Baths

2,631 Sq.Ft.

$659,990

MLS#: A4677572

New Price! The best of bayfront living on Siesta Key with deeded beach access and boat slips. Experience the best of island living in this impeccably renovated bayfront residence at Turtle Bay, ideally on the serene southern end of world-renowned Siesta Key. Wake each morning to spectacular sunrises over the Intracoastal Waterway and wind down with vibrant sunsets near the beach—this is the quintessential Florida lifestyle. This spacious and stylish two-bedroom, two-bath condominium has been thoughtfully redesigned, including raised ceilings that enhance the open, airy feel. Throughout the home, you'll find designer tile flooring and elegant plantation shutters. The gourmet kitchen and both baths have been beautifully updated with crisp white wood cabinetry, stone countertops and sleek stainless steel appliances, creating a bright, modern coastal aesthetic. Enjoy gentle bay breezes from the screened terrace or relax in comfort indoors. A convenient full laundry room offers additional storage, and an oversized private one-car garage adds extra value and ease. Pet friendly, Turtle Bay offers an exceptional array of amenities, including beautifully landscaped bayfront grounds, deeded beach access directly across Midnight Pass Road, a heated pool and spa, tennis courts, boat slips (available on a first-come, first-served basis), and a charming picnic and grilling area. Minutes to the South Village, you'll enjoy effortless access via the free trolley to shopping, dining and entertainment, and a short ride to Siesta Village's unique shops and eateries. Nearby Point of Rocks is a favorite destination for snorkeling and fishing. Just minutes from Stickney Point Bridge and only 20 minutes to downtown Sarasota’s vibrant arts, culture and culinary scene, this condominium offers the best of Siesta Key living. Whether you're seeking a tranquil retreat or an active coastal lifestyle, this residence delivers it all.

SARASOTA

8701 MIDNIGHT PASS ROAD 104

2 Beds

2 Baths

1,357 Sq.Ft.

$659,900

MLS#: A4657368

One or more photo(s) has been virtually staged. Discover this stunning three-bedroom, two-and-a-half-bath home nestled on a quiet street in the sought-after Sherwood Forest community. Set on a spacious, beautifully treed lakefront lot, this residence combines serene natural surroundings with elegant modern living.
Step inside to find neutral-toned engineered hardwood floors flowing throughout the home, complemented by custom cabinetry and built-ins thoughtfully placed in several rooms. At the heart of the living space, a double-sided gas fireplace set in striking Coral Stone creates a warm and inviting ambiance.
The upgraded kitchen features premium Bosch and Samsung appliances, abundant storage, and a charming built-in seat bench and table for casual dining. The luxurious primary suite offers his-and-hers walk-in closets and a spa-inspired bathroom with double sinks and generous storage solutions.
Outdoor living is equally impressive, featuring a fully equipped outdoor kitchen with a custom granite bar, cable TV, and a Sonos sound system that extends through the family room, primary bedroom, and lanai—perfect for entertaining or relaxing lakeside. Hurricane Shutters for some of the windows in the home. Roof replaced in 2018. Gorgeous landscaping with Sand Oak Trees, irrigation to keep your St. Augustine lawn pristine. Paver pool area, driveway and walkways.
Great central location in town! Not many communities have the larger lots, majestic oaks and winding roads that Sherwood Forest exudes. Enjoy shopping, dining, beaches, the arts and so much more that Sarasota has to offer.
A rare opportunity to own a refined home blending comfort, craftsmanship, and lakefront tranquility.

SARASOTA

4502 FRIAR TUCK LANE

3 Beds

2 Baths

2,051 Sq.Ft.

$659,900

MLS#: A4678991

Bay Tree Club ground-floor condo on Siesta key with a beautiful view out to the beach. You will be impressed with the overall feel and condition of the property. Bay Tree Club is a Gulf to Bay property, with beautiful St. Augustine lawns, mature oaks and common areas that are pristine and well maintained. Relaxing Pool and deck area, convenient, and close. Unique, beach-side storage cabanas are perfect for beach stuff, including bikes, fishing poles, bikes etc. The condo is in pristine condition, and perfect for a Florida getaway, vacation rental, or primary home. Modern-coastal theme is instantly comfortable and inviting. Updated, and unpretentious, the condo is in perfect move in condition. Fully furnished and tastefully decorated. Pet-friendly with 1 small pets allowed for owners only, with approval. Bay Tree Club has a great location, on the south end of Siesta nearby shops, dining, and with easy access on and off the island. Direct Access to Siesta Key Beach, Boat Docks Available. Just minutes to the Gulf!

SARASOTA

8630 MIDNIGHT PASS ROAD 103A

2 Beds

2 Baths

1,115 Sq.Ft.

$659,000

MLS#: A4671155

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