Sarasota's Premier Homes
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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
4,568
# of Listings
2
Avg # of Bedrooms
$484
Avg. $ / Sq.Ft.
$871,066
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4568 Properties Found. Page 241 of 305.

Enjoy your winter vacation in the comfortable surroundings of this graciously decorated 2 bedroom 2 bath villa. The home offers a master bedroom with private access to the master bathroom, closet space for all your "Fun-in-the-Sun" wardrobe and a guest bedroom with bath. The kitchen has been recently remodeled with beautiful cabinetry and quartz countertops, as well as upgraded stainless appliances. Washer and dryer are conveniently located in guest bedroom closet area instead of the garage. The lanai has been glass enclosed which adds to the living space in the property and overlooks a courtyard view. Just steps away from the community heated pool. Situated in the "Heart of the Meadows" you will enjoy walking through the lush foliage as you hike along the 13 miles of walking trails. The Meadows is close to the UTC Mall, Benderson Rowing Park, downtown Sarasota and the numerous area beaches. Reserve this villa for your winter vacation. This property is a NO PET and NO SMOKING unit.
#A4651219

SARASOTA

5270 VILLA MAJORCA COURT 23

2 Beds

2 Baths

2,175 Sq.Ft.

$4,500

MLS#: A4651219

SHORT TERM ONLY The Plaza at Five Points is THE place to live downtown Sarasota. This luxurious space offers fabulous views of the Sarasota Bay from a natural light filled, finely appointed, 2 bedroom, 2 bathroom condo with VERY LARGE lanai. The kitchen has just been remodeled and is now even more impressive and has all brand new stainless steel appliances. You will reside in the heart of Sarasota and find, right outside your door, the Sarasota Opera, Whole Foods, Selby Library, Starbucks and loads of fine dining and neat shops. This secure building offers a first rate amenity package with heated pool and spa, fitness center, social room with catering kitchen and bar, barbecue grills and outdoor dining options, concierge with valet parking, and a board room. This unit comes with one parking space in the garage. The opportunity to rent in this building is a rare one. You still have some time to experience this wonderful property as it is available through November 2025. Call NOW to lock in your next vacation. 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.
#A4604561

SARASOTA

50 CENTRAL AVENUE 15B

2 Beds

2 Baths

2,009 Sq.Ft.

$4,500

MLS#: A4604561

Available now for LEASE Annually/Monthly UNFURNISHED POOL HOME. Sarasota's most requested location, a "West of the Trail" neighborhood. This charming Florida style ranch home is located right off the north bridge entry to SIESTA KEY. Welcome to your private tropical retreat in Sarasota! This beautifully updated 3-bedroom, 2-bathroom home is available now and ready for you to MOVE-IN. The great room split floor plan and outdoor living areas offers the perfect blend of comfort, style, and coastal living. Step inside to find an open and inviting layout with modern finishes throughout. The spacious living areas flow seamlessly into a well-appointed kitchen, ideal for entertaining or quiet evenings at home. Enjoy year-round relaxation in the screened-in private pool, surrounded by lush tropical landscaping and a serene private courtyard—your own secluded outdoor oasis. Additional features include: Split-bedroom layout for privacy, Primary suite with walk-in closet and en-suite bathroom, Updated appliances and fixtures, Washer & dryer included, Pet-friendly (with owner approval). Located just minutes from the soft sands of Siesta Key Beach, and close to local dining, shopping, and entertainment, this home offers the best of Sarasota living. Don’t miss this rare opportunity for an annual rental in one of Sarasota’s most sought-after areas! A+ rated Southside Elementary School district. Just minutes to Downtown Sarasota, Siesta Key beaches, Southside Village and Sarasota Memorial Hospital. Schedule a showing today!!
#A4655135

SARASOTA

3414 OLD OAK DRIVE

3 Beds

2 Baths

2,399 Sq.Ft.

$4,500

MLS#: A4655135

This 3 bedroom, 2 bathroom, 2 car garage pool home is your home away from home! Located in desired area of Palmer Ranch, this beautiful home with lush landscaping features a serene lake view, bamboo flooring, a coastal flair, fans throughout and an open floor plan with just under 2,000 sq. ft. Convenient & quick access to the pool through the master bedroom, the living room, dining room, guest bathroom and back bedroom. The master bedroom is equipped with a king size bed, a flat screen tv, a walk-in closet & ensuite bathroom has both a tub & a walk-in shower as well as a double sink vanity. The other two bedrooms have queen size beds. For your outdoor enjoyment a large pool with a screened in lanai & paver deck, plenty of patio furniture, a grill for your convenience, and lakeside patio furniture and umbrella to enjoy your morning cup of coffee! Close to The Legacy Trail, Publix, Target, Lowes, Walmart and 12 minutes drive time to Siesta Key! Seasonal Rates are Jan-April $6500/month & May-Dec $4500/month. Pets will not be considered.
#A4657608

SARASOTA

4176 HEARTHSTONE DRIVE

3 Beds

2 Baths

2,714 Sq.Ft.

$4,500

MLS#: A4657608

Seasonal/short term rental Spacious, light filled Mediterranean inspired townhome in peaceful enclave looking out on a lake, yet conveniently located. This townhouse is an end unit which means more windows for an abundance of sunlight. The floor plan is open for easy family time and entertaining. The kitchen is roomy with solid wooden cabinetry topped by solid surface counters, with breakfast bar, has a pantry and brand new appliances. All bedrooms are upstairs and are spacious, and two bedrooms have walk in closets. The laundry room is on the first floor, with a powder room and a rear facing garage. The community amenities are abundant starting with a resort style heated pool with cabana, playground, tennis courts, BBQ grill and out door dining and gazebo overlooking the lake. This community surrounds a lake and is just north of University Parkway so you are a short drive to the grocery store, casual and fine dining, shopping, I-75 access, Sarasota Airport, downtown Sarasota, with theater, opera, museums and close to the beach. 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. Now rented thru May 15, 2025. Available starting May 17, 2025! This property could also be rented annually at $2300/month. Come enjoy the Florida sunshine and have a wonderful vacation-call today to schedule!
#A4628635

SARASOTA

3880 82ND AVENUE CIRCLE E 101

3 Beds

2 Baths

2,022 Sq.Ft.

$4,500

MLS#: A4628635

An updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated bright home stands as a testament to the mid-century boom that shaped Sarasota. With two bedrooms, one bath and a separate enclosed sunroom/office with sliding glass doors should you need quiet while working, it has it all. Sunroom square footage not included in square footage under air. Lots of windows and skylights allow for natural light to pour inside. Three parking spots, privately fenced backyard and interior laundry room are all wonderful features. Positioned ideally, the location boasts more than just the city's dynamic arts scene, delectable eateries and beaches. Arlington Park is across Tuttle with public pool, tennis courts, basketball courts, playground, recreational facilities and large park with fountain. $2900/month August-October, $4700/mo November-December, $8000/mo January-April, $3500/mo May-July
#A4619790

SARASOTA

2005 TETLOW PLACE

2 Beds

1 Baths

1,660 Sq.Ft.

$4,500

MLS#: A4619790

***AVAILABLE DECEMBER 2025 THRU APRIL 2026. Want to get away for the winter? Look no further than VillageWalk in Palmer Ranch located in South Sarasota. This 2-story, tastefully furnished split plan townhome with a single car garage offers a private garden setting and a beautiful sunlit back patio. Ready to book for the 2025 and 2026 winter. VillageWalk offers an abundance of amenities, including a clubhouse, state-of-the-art fitness center, meeting rooms. Need a room for an event -- no problem! Our clubhouse also offers a community gas station, hair salon and boutique shop! Outdoor amenities include a beautiful resort-style pool featuring a TiKi bar, a separate lap pool, tennis courts, bocce ball, pickleball. Residents can enjoy lunch or dinner at the on-site restaurant and bar. The community maintains a full social events calendar. Village Walk is located in an A-rated school district and just minutes from Siesta Key Beach, the Legacy Bike Trail, shopping and dining. With on-site HOA management and a 24-hour manned gate, VillageWalk provides a secure and vibrant living experience.
#A4639026

SARASOTA

7624 BERGAMO AVENUE 4B

3 Beds

2 Baths

1,866 Sq.Ft.

$4,500

MLS#: A4639026

Welcome to Hammock Preserve, located in the popular Palmer Ranch community. NOW PET FRIENDLY, this 3 bedroom, 3 bathroom plus office home has been used as a vacation home and is like brand new. Open, bright and airy, with high ceilings, this home features an open floor plan with crown molding and beautiful 'wood' tile throughout. The stylish eat-in kitchen boasts a large center island, stainless steel appliances, and overlooks the great room. The owner suite has a tray ceiling and huge walk in closest, and en-suite with dual vanity sink and walk in shower. Relax in your screened in lanai and enjoy the lake view. Steps away from the community center, enjoy all the first class amenities with an on-site activity director, clubhouse, tennis court, pickle ball, bocce ball, fitness room, resort style heated pool, jacuzzi, dog park and more. Hammock Preserve is a maintenance free resort style community, located near the Legacy Bike Trail, shopping and minutes to the world famous Nokomis/ Casy Key Beach.
#A4636241

SARASOTA

5610 RAIN LILY COURT

3 Beds

3 Baths

3,373 Sq.Ft.

$4,500

MLS#: A4636241

Freestanding Treehouse in the Landings being offered on an annual rental turnkey furnished with top of the line furniture. Nestled in the trees with lush vegetation and live oaks, this 3 bedroom unit has 2 1/2 baths and a one car garage plus an oversized outdoor terrace. The first living level has a multi-use space consisting of a dining room, living room, kitchen and guest bath. The private upstairs space consists of the owner's suite and two guest bedrooms sharing a full bath. The Landings is in close proximity to Siesta Key Beach, shopping, dining, arts district, downtown Sarasota, SRQ airport and Sarasota Memorial Hospital. The plaza just outside the community has a wonderful array of restaurants, Starbucks, fitness center, and Publix ... all a short stroll away. Enjoy the meandering nature trails, fishing at the pier on the Intracoastal Waterway or launch your kayak into the bay. Conveniently located adjacent to The Landings is a Phillippi Harbor Club, rackominium and marina, with easy access to the bay & Intracoastal Waterway for boating.
#A4635313

SARASOTA

1445 LANDINGS CIRCLE 69

3 Beds

2 Baths

1,912 Sq.Ft.

$4,500

MLS#: A4635313

Available 2025 season $4500/mo. Very cute 2 bedroom 2 bath, 1st floor condo with a lanai and great pool. This condo has a community laundry and assigned parking. You will feel like your on vacation every day. World famous Siesta Key Beach, with it's powder sands and blue water is approx. 2.4 miles away so it's an easy bike ride or drive over the bridge. Siesta Key has a whimsical vibe with it's colorful 150 shops which include many unique boutiques, galleries, specialty shops and great restaurants. All room sizes are approximate.
#A4620996

SARASOTA

1732 REDWOOD STREET B

2 Beds

2 Baths

945 Sq.Ft.

$4,500

MLS#: A4620996

LOCATION, LOCATION! LIDO BEACH DREAM VACATION CONDO in popular Kingston Arms, located on Historic St. Armands Circle, walkable to all that you want and need, the beach, the shops, the award-winning restaurants and more! This lovely condo features many upgrades, the most recent is a brand new step in shower and vanity! New Travertine flooring throughout and new lighting, new furniture, linens and applicances make this the perfect vacation spot! Right outside your door is the sparkling community pool and spa, you have one covered parking space but there is really no need for a vehicle, take the Bay Runner Trolley downtown, rent some bikes and ride to Longboat Key, or schedule your guided private Mangrove Tunnel tour at Ted Sperling Park. Paradise awaits! Currently currently booked through the April 10th 2025. Available in April and beyond for long and short-term rentals, call for rates!
#A4555248

SARASOTA

500 S WASHINGTON DRIVE 18B

1 Beds

1 Baths

838 Sq.Ft.

$4,500

MLS#: A4555248

Rarely available seasonal Rental in Sarasota! Beautifully renovated 2-bedroom 2 bath ground floor unit in highly sought after Pelican Cove just 15 minutes from the no 1 beach in the USA Siesta Key Beach. This unit is located on the first floor and has been completely updated with new porcelain flooring throughout, kitchen and bath cabinetry, stainless steel appliances, quartz countertops, modern lighting, ceiling fans, TV's, and much more. Live within 75 acres of lush foliage located in this vibrant gated waterfront community which offers a boat marina, 6 swimming pools, tennis courts, pickleball games, kayaking, paddle boarding, organized clubs, and fun activities to keep you busy all winter long. Easy access to Publix, Costco, and Target.
#A4622699

SARASOTA

1628 CLOWER CREEK DRIVE 125

2 Beds

2 Baths

1,426 Sq.Ft.

$4,500

MLS#: A4622699

Welcome to your very own slice of paradise in sunny Sarasota, Florida! This beautiful vacation rental is the perfect home away from home if you are seeking an extended stay of three months or more to work or play. With a minimum stay requirement, you'll have plenty of time to soak up the dazzling Gulf Coast and take advantage of everything in this vibrant cultural city. Situated in the Pinestone of Palmer Ranch community, this lovely two bedroom, two bathroom ground floor condo sleeps 4 comfortably and features all the modern amenities you need for a carefree vacation or work away from home. From the moment you step inside, you'll be greeted by a warm and inviting atmosphere that exudes comfort and relaxation with plenty of room for dining, lounging, and unwinding after a long day in the sun. Utilities including basic cable TV, Internet/Wifi are included. Pinestone at Palmer Ranch features a clubhouse, lighted junior Olympic size swimming pool, 32 seat movie theater, 1/2 basketball court/Pickleball court, two lighted tennis courts, billiard room, card room, fitness center, library, hot tub/spa, fire pit area with seating and BBQ grills. Located just a short drive from some of the most stunning beaches on the Gulf Coast, this vacation rental is the ideal place to call home during your stay in Sarasota. Soak up the sun, sand, and surf in one of the many nearby beach destinations, or explore the vibrant culture of the city itself. From world-class dining and shopping to outdoor activities and entertainment, Sarasota has something for everyone. Although tucked away in a peaceful gated community, Pinestone at Palmer Ranch is 1/2 mile to so many amenities including the Sarasota Square Mall with movie theaters and Costco and around the corner is Target, Publix, shopping, dining. Close by is the Legacy Trail for walking and biking. Siesta Beach on Siesta Key is only 6.6 miles away over the south bridge where you can experience the soft powdered sugar quartz sand and the aqua blue waters! Siesta Village has local shops and restaurants featuring casual and fine dining. Other beaches to explore include Lido Beach, Ana Maria Island, Holmes Beach and Venice Beach. Downtown Sarasota is 8.7 miles away with restaurants, visual and performing arts such as the Ringling Museum of Modern Art, Marie Selby Botanical Gardens, Sarasota Opera and the Sarasota Ballet. Just north of downtown is The John and Mable Ringling Museum of Art, Ringling Museum. Explore why Sarasota and the west coast of Florida is referred to as the Cultural Coast! There is a three month minimum rental period according to the Pinestone at Palmer Ranch Condo Association. There are additional Sarasota sales & tourism tax fees on top of the monthly lease fee if rented less than 6 months.
#A4569199

SARASOTA

8350 WINGATE DRIVE 913

2 Beds

2 Baths

1,226 Sq.Ft.

$4,500

MLS#: A4569199

DOWNTOWN SARASOTA Annual rental FURNISHED. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner 70/mo for WI-FI; Tenant responsible for electric and water. The Q defines LUXURY & QUALITY with a DOWNTOWN LIFESTYLE in an intimate 40 home community. Superbly planned & designed in a premier location, the Q is one block to Main Street - walk to shopping, restaurants, theater & all the arts. THIS IS THE MOST SOUGHT AFTER FLOOR PLAN IN THE Q. DAILY LIVING IS ON THE FIRST FLOOR AND THE BEDROOMS & LOFT ARE ON THE 2ND FLOOR. The FIRST FLOOR offers the Chef's Open Kitchen with island, breakfast bar, BOSCH stainless steel appliances, NATURAL GAS COOK-TOP, LUBE ITALIAN CABINETRY, QUARTZ COUNTER-TOPS, HANSGROHE faucets, custom lighting, VOLUME CEILINGS, OPEN PLAN LIVING & DINING ROOM. ROSEWOOD 8ft SOLID CORE DOORS throughout, Porcelain tile floors, Miami-Dade IMPACT RATED HURRICANE WINDOWS & DOORS, tankless gas hot water heater * FULL BLOCK CONSTRUCTION * The Master Retreat has a private balcony, large walk-in closet, glamorous bath with 2 vanities, soaking tub & large separate shower. Guest Bedroom with Murphy Bed, private bath & walk-in closet. There is also a Loft area for a DEN if needed. Walk to movie theaters, Whole Foods, Marina Jack's. Short drive to St Armand's Circle and Lido Beach. One look & you'll fall in love! Unit comes with attached garage - 1 space.
#A4615634

SARASOTA

212 COSMOPOLITAN COURT

2 Beds

2 Baths

2,102 Sq.Ft.

$4,500

MLS#: A4615634

Annual lease (no short term) turn-key furnished 3 bedroom two bath w/private heated pool and spa. Life-style community with all the resort amenities and activities: Clubhouse, pickleball, tennis courts, fitness gym, exercise rooms, day spa, Bahama Bar, resort pool, resistance pool, pool side spa, trails, & direct access to the Legacy Bike Trail. Primary suite is a peaceful retreat with a tray ceiling, King size bed, bay window, dual sinks in the bathroom, frameless shower, and a walk-in closet. The secondary bedroom, full bath, 3rd bedroom w/French doors, and laundry room are located on the other side of the home providing privacy. Upgrades include impact windows throughout, wood-look plank tile flooring, crown molding, tray ceilings, wood cabinets, quartz countertops, undercabinet LED lighting, stainless-steel appliances, gas range, epoxy garage flooring, expanded patio area with heated pool and spa, and custom window treatments. Esplanade on Palmer Ranch is an amenity-rich community designed minutes to public beaches, parks, shopping, and restaurants.
#A4653891

SARASOTA

5305 BARTOLOMEO STREET

2 Beds

2 Baths

2,338 Sq.Ft.

$4,500

MLS#: A4653891

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