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
4,270
# of Listings
2
Avg # of Bedrooms
$495
Avg. $ / Sq.Ft.
$879,414
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4270 Properties Found. Page 232 of 285.

Second floor, great view of the 14th hole. Well appointed, Wifi computer, printer, 2 TV's including 50" flat screen in living room. Gated, private golf course community. Five heated pools, fitness center, tennis, restaurants. Heritage Oaks Golf and Country Club has a mandatory registration membership transfer fee of $200.00 (November through April) or $50 (May through October), upon arrival they will set up a reserve with you of $500 (charged to your credit card) for you to utilize all the amenities of Heritage Oaks. Membership entitles the guest to use the golf course, driving range, tennis, swimming pools, fitness center, restaurant, social and other facilities of the country club. Additional Golf fees apply.
#A4474473

SARASOTA

5270 HYLAND HILLS AVENUE 1722

2 Beds

2 Baths

1,433 Sq.Ft.

$4,095

MLS#: A4474473

Impeccable in style, this 3-story townhouse has 3 bedrooms and 3 full baths. 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. FURNISHED and READY FOR OCCUPANCY!
#A4623187

SARASOTA

5585 CANNES CIRCLE

3 Beds

3 Baths

1,778 Sq.Ft.

$4,095

MLS#: A4623187

Second floor, great view of the 14th hole. Well appointed, Wi-Fi, computer, printer, 2 TV's including 50" flat screen in living room. Gated, private golf course community. Five heated pools, fitness center, tennis, restaurants. Heritage Oaks Golf and Country Club has a mandatory registration membership transfer fee of $200.00 (November through April) or $50 (May through October), upon arrival they will set up a reserve with you of $500 (charged to your credit card) for you to utilize all the amenities of Heritage Oaks. Membership entitles the guest to use the golf course, driving range, tennis, swimming pools, fitness center, restaurant, social and other facilities of the country club. Additional Golf fees apply.
#A4475334

SARASOTA

5270 HYLAND HILLS AVENUE 1722

2 Beds

2 Baths

1,433 Sq.Ft.

$4,080

MLS#: A4475334

Beautifully furnished, spacious 3 bedroom 2 bath vacation home in the heart of Sarasota. Sunaire Terrace is a wonderful location offering close proximity to Downtown Sarasota, dining, nightlife, shopping, museums, arts and theatre. St Armand’s Circle is a short drive over the John Ringling Causeway, which is a crown jewel in terms of elegant shopping, dining and entertainment. This 1,694 square foot home has a Great room, Family Room and is a split bedroom plan ensuring maximum privacy. The Great Room is open and spacious with a large flat screen TV, and has plush seating for your ultimate comfort. There is a Family Room for even more gathering and seating space. The Gourmet Kitchen is open and well appointed. Lots of workspace and cabinetry, quartz countertops and room for more than one cook! There is a beautiful quartz top island with seating in the Kitchen. Master Suite is oh so comfortable, which you will need after your long days of touring Sarasota destinations! The Master Suite has an en-suite bathroom and walk in shower. Bedrooms 2 and 3 are delightfully comfortable as well. Furnishings and overall colors are very pleasing and so Florida! Beautiful tile flooring. There is a patio/deck off the Family allowing for outdoor seating and some serious BBQ’ing. The Deck/Patio overlooks a shady backyard that has privacy fencing. You’ll have everything with this beauty: Location, which is in the heart of one of the most popular cities in Florida, close proximity to Airports (Sarasota Bradenton and Tampa International), beaches, shopping, dining, arts and wonderful entertainment. All for your vacation pleasure! Current price point is for off season months, please call for all seasonal rates.
#N6123947

SARASOTA

161 SUNTAN AVENUE

4 Beds

2 Baths

1,735 Sq.Ft.

$4,000

MLS#: N6123947

AVAILABLE OCTOBER THROUGH JANUARY 2026. AVAILABLE JULY - SEPTEMBER AT OFF-SEASON RATE: Updated vacation condo on the 2nd floor in an elevator building. Bright and cheerful with easy care vinyl flooring, granite kitchen counters, updated bathrooms, tastefully decorated in a coastal theme, king bed in master bedroom and twin beds in guest bedroom, great view of the golf course and lake from the screened lanai. One covered parking space and close to the pool and tennis/pickle ball courts. There is no social or golf membership offered with this rental, however, there is a heated pool and the restaurant is available to tenants. The community borders the Legacy walking and biking trail, is less than 15 minutes from the sugary sandy shores of Siesta Key beach, village shops and restaurants.
#A4192524

SARASOTA

8750 OLDE HICKORY AVENUE 9204

2 Beds

2 Baths

1,373 Sq.Ft.

$4,000

MLS#: A4192524

AVAILABLE FOR 2026 SEASON. This end unit Villa features many upgrades like remodeled kitchen, granite counters in kitchen and baths, and top of the line washer and dryer. Recently installed A/C unit with Nest thermometer is easily programmed. Community pool is nearby. Check the schedule of events at the Meadows Community Center, which includes bridge, Mah Jong, library and pickle ball. The entire Meadows Community was built around the 3 golf courses, 2 open to the public. Ponds, green space, biking and hiking trails, make this a tranquil and pleasant place to live. Just north on University Parkway, shopping, restaurants, grocery stores and the new mall cater to every need. 3 MONTH MINIMUM per HOA. Off season tenants are required to pay unities not included in the HOA fees. Available on an annual basis at $1,950 per month.
#A4630088

SARASOTA

5358 MYRTLE 52

2 Beds

2 Baths

1,080 Sq.Ft.

$4,000

MLS#: A4630088

Available 4/01/2026 through 11/30/2026 WATERFRONT, WATCH BOATING, OCEAN LIFE AND SUNSETS FROM THIS PENTHOUSE AT THE STRAND. A must see this Modern New Construction (2022) 5TH FLOOR CONDO. Step into luxury and enjoy the incredible Water Views! You will immediately want to walk to the 8 Foot 4-Panel hurricane rated Sliding Glass Doors to your private balcony to enjoy the gorgeous sunsets and you will be entertained daily by a variety of Birds, Dolphins, Manatees, Boats, Kayakers, Paddleboarders. The Kitchen/Dinning/Living Room offers a large, bright, open floor plan. The Kitchen is upgraded to the Modern Glossy light Cabinets and paired with stylish darker Quartz countertops. The large Island with modern lighting is perfect for entertaining, eating, working, or to just gather around. The Primary Bedroom is a nice King Bed size, tall ceilings, and a window with Bright Morning Sun with a view of the Pool. The Primary bathroom has upgraded tile throughout, Modern Cabinetry, Quartz Countertops, Glass Shower Door, and a Window Streaming Natural Light. You enter the Den/2nd Room through the very popular modern Barn doors. This den is large enough to be used as a 2ND BEDROOM and currently has a queen bed/ OFFICE or BOTH. It also has an X-LG wall to wall closet for additional storage and TV. The Laundry Room has a full size Samsung Washer and Dryer with new cabinets. The Guest Bathroom boasts Modern Cabinetry, Quartz Countertops, and a Shower/Bath combo. This high end condo has upgraded Luxury Vinyl Planks throughout along with Modern Lighting and Fans and window treatments. The Awesome part of living in The Strand are the amenities and close proximity to all who come to Sarasota for restaurants, beaches and shopping. Pet friendly and walk with them around the friendly community or play in the fenced dog park. Kayaking is available and launch from your own community Floating Dock. Catch some rays, take a dip in the Resort Style Heated Pool/Spa, or get a workout in the Well Equipped Gym. There are Car charging stations too! Take a Walk around the Gated Community, Grill out at the community gas grills, or bring a beverage and Relax at the Gas-Fire Pit. All of this is located in one of the BEST places to live. How exciting to live within 2 miles of three Waterfront Parks? Whitaker Park, The BRAND NEW Bay Park, and the Bayfront Park are all super close! Drive, Bike, or Walk to Downtown especially on Saturday during the weekly Farmers Market. Walk to the Wicked Cantina and enjoy their Yummy Chips and Salsa, or head Downtown for dozens of restaurants of many different varieties. Lido beach and St. Armand's circle are only 5 miles away and Siesta Key beach is 8.6 miles away. Sarasota has Museums, Theaters, Opera, Beaches, Symphony, Parks, Yoga, Shopping, Golf Courses, Restaurants, and more! Just bring your toothbrush. Available September 1, 2024 through December 30, 2024 @ $4000 a month. January 1, 2025 through April 30,2025 at $6500 per month.
#A4621433

SARASOTA

1709 N TAMIAMI TRAIL 519

1 Beds

2 Baths

1,458 Sq.Ft.

$4,000

MLS#: A4621433

Vacation / Seasonal Rental $4,000 a month. WOW! A BEAUTIFUL UPSCALE VILLA just two miles to world famous SIESTA KEY BEACH. Woodside Village West is in the sought after Gulf Gate area offering trendy restaurants and shops. This 2 bedroom 2 bath has been totally remodeled with an open floor plan. As you enter you will see lite tile floors that look like wood throughtout. Wide open kitchen with stainless steel appliances, drop-down stainless hood, granite countertops and a breakfast bar with stools great for entertaining. Living room is open to the kitchen and has a large smart TV and Wi-Fi there are windows in every room with plantation shutters that give a wonderful light, bright and airy feel, This villa has been professionally decorated with chic, upscale furnishings. Step into the primary bedroom with beautiful queen bed that has four pillows and hotel style sheets. The en suite bathroom has a large shower, large walk-in closet, double vanities, granite countertops. The cozy second bedroom has a queen bed, two nightstands and closets. Second bathroom has a combination, tub, shower, beautiful tile and granite countertop. There is a lot of storage in this unit. The windows have been replaced with impact windows and The roof was replaced this year. Also a washer and dryer in the unit. There is assigned parking right by your front door with plenty of guest parking. The Community pool. HOA requires $150.00 application fee. 50% down at time of booking balance due Nov 1,2025. Must lease for 3 months at a time. Effective date Dec 1,2025 through May 1, 2026
#A4668173

SARASOTA

2181 PUEBLO CIRCLE V21

2 Beds

2 Baths

1,009 Sq.Ft.

$4,000

MLS#: A4668173

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. Available December 1, 2025 for high season. 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.

$4,000

MLS#: A4628635

Welcome to Alinari in the historic Rosemary District! Alinari is situated in the heart of downtown Sarasota and steps away from “The Bay” Sarasota’s new 53-acre signature Bayfront park, as well as the acclaimed Van Wezel Performing Arts Center. Step into over 1900 square feet of light and bright space and a flexible floorplan with tons of living space. In addition to two dedicated bedrooms, a den could serve as a third bedroom or an office, fitness/music room or library. The kitchen is open to two adjacent living rooms, with views to the wrap-around terrace and beyond, and perfect for entertaining. Notable features include motorized blinds, new appliances, and freshly painted interior. Alinari is known for it’s resort-style amenities, including 24/7 concierge services and security, olympic size pool, state of the art fitness center, spa, sauna, massage room, billiards and game room, theatre, private temperature controlled wine storage and tasting room, conference rooms, guest rooms, and more! This 11 acre property is a trolley ride away from St. Armand’s Circle, Lido Beach and world-class dining in Downtown Sarasota. Also notable, large pets are welcome here. This is Sarasota’s coastal urban living, at its finest!
#A4670123

SARASOTA

800 N TAMIAMI TRAIL 307

2 Beds

2 Baths

2,080 Sq.Ft.

$4,000

MLS#: A4670123

Experience waterfront living in the amenity rich Lakehouse Cove at Waterside at this stunning, stunning 4-bedroom, 3-bathroom home that provides a balanced blend of coastal charm and elegance. The inviting pavered front porch is a welcoming start to this beautifully designed home. This home has tiled floors throughout the main living areas and high-end carpeting in all 4 bedrooms. The expansive open-concept kitchen and living and dining area are anchored by the oversized screened lanai with serene lake views. The beauty of natural light from four large hurricane glass doors and windows makes the main living areas cheerful and welcoming. The well-appointed kitchen has sleek grey cabinetry, gas cooking range, beautiful quartz countertops and a spacious walk-in pantry. The primary suite, is a retreat featuring high ceilings, a spa-like ensuite bath with a large walk-in shower, dual vanities with quartz countertops, and walk-in closet. The open split floor plan is nicely laid out and just off the foyer, two bedrooms share a bath with a walk-in shower, while a private guest suite on the opposite side features an en-suite bath with walk-in shower. Additional highlights include thoughtfully designed storage throughout, a laundry room with abundant cabinetry and sink. Lakehouse Cove, boasts resort-style amenities, including resort-style pool, a state-of-the-art fitness center, clubhouse, pickleball, a playground, and scenic walking trails to explore the natural appeal of the area. Take the water taxi to the Waterside downtown area and enjoy Waterside Place where you can enjoy fine dining, shopping, farmer’s market on Sundays, live entertainment and so much more.
#A4664140

SARASOTA

8071 SLIPWAY DRIVE

4 Beds

3 Baths

3,243 Sq.Ft.

$4,000

MLS#: A4664140

AVAILABLE FOR MARCH AND APRIL 2026 SEASON! Welcome to your Heatherwood Heaven on the Highland Golf course in The Beautiful Meadows! When you pull up to this amazing property, you will notice the meticulous maintained landscape in the front and back. This unit has THREE outdoor patios to enjoy the stunning views and beautiful fresh Florida air. Upon entering, you'll be captivated by the elegant interior, where every detail has been meticulously crafted to create an atmosphere of sophistication and comfort. The kitchen is immediately to the left and has everything you need to prepare a scrumptious meal. The glass sliding door in the kitchen opens to a verandah with bench seated dining where you can savor your morning coffee or dine al fresco with your family. Adjacent to the kitchen, you will find your indoor laundry room and a one car garage for your vehicle or storage. As you walk further down the unit, the spacious airy living and dining area is covered by gorgeous vinyl plank flooring, vaulted ceilings and luxurious furnishings to provide the perfect setting for relaxing evenings or entertaining guests, while enjoying the spectacular breathtaking views of the fairways and nature in your spacious screened in lanai. To the right will be your spacious primary bedroom providing a sanctuary for relaxation after a long day on the golf course. The bathroom offers his and hers closets, double vanity sink and walk in shower. It is here where you will again be able to go out to a little paved outdoor patio with colorful landscape to overlook the spectacular views of the Highland golf course. Upstairs, you'll find the two bedrooms, each offering a tranquil retreat for rest and rejuvenation. They share a bathroom with a walk in shower. This home is truly Paradise!! As a resident of The Meadows community, you'll enjoy access to an array of world-class amenities, including championship golf courses, pickleball courts, a Junior Olympic swimming pools, 5,000 square foot fitness center, walking trails, and clubhouse facilities. You are within walking distance to The Meadows Village where you will find many shops for your convenience. This community ensures endless opportunities for recreation and leisure. Your Heatherwood Heaven is conveniently located very near I-75, UTC shopping, Nathan Benderson Park, dining, top-rated schools, our famous beaches, Lakewood Ranch and the Sarasota-Bradenton Airport. This property is available for up to an 8 month lease and includes all utilities. Contact us today to schedule a private tour and embark on a lifestyle of unparalleled elegance in a golf course community.
#A4669118

SARASOTA

3141 HEATHERWOOD LANE

3 Beds

2 Baths

2,336 Sq.Ft.

$4,000

MLS#: A4669118

Freestanding Treehouse 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. Available for annual rental unfurnished at $4000 or furnished at $4500. 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.

$4,000

MLS#: A4635313

Charming lower level condo with open floor plan is located in the Summerside Community just minutes from gorgeous beaches of Siesta Key. This two bedroom two bath condo has all you need to enjoy the Florida lifestyle. It has been remodeled and boast's a lovely kitchen with granite counter tops and stainless steel appliances. Primary bedroom has king size bed in suite bath with walk in shower and large closet. Enjoy coffee and meals on the screened in lanai or take a short walk to the community pool. Great location!
#A4529284

SARASOTA

5653 SUMMERSIDE LANE 32A

2 Beds

2 Baths

1,125 Sq.Ft.

$4,000

MLS#: A4529284

Your Sarasota lifestyle upgrade starts here! Welcome to 2186 Sunnyside Place, a beautifully maintained single-family home for rent in the heart of Sarasota. Offering 4 bedrooms, 2 bathrooms, and nearly 2,000 square feet of living space, this property blends charm, convenience, and comfort. Inside, you’ll find a spacious layout with tile and wood-style flooring, granite countertops, and bright open living areas. The home also includes a versatile guest suite with its own bath and private entrance, providing flexibility for modern living arrangements. Step outside to enjoy a private fenced backyard with a gazebo and lanai, ideal for outdoor relaxation or entertaining. The property features mature landscaping, a large driveway with ample space for multiple vehicles, and additional storage options with a shed and attic space. With thoughtful updates and a functional design, this home is move-in ready and designed to make everyday living easy. The location is a standout feature—just minutes from Downtown Sarasota, world-famous Siesta Key Beach, and a variety of dining, shopping, and recreation options. Sarasota Memorial Hospital is a short drive away, making the home convenient for professionals. This property places you close to everything Sarasota has to offer while still tucked away in a quiet, established neighborhood. Property can be leased furnished or unfurnished. Professionally managed and available for immediate occupancy, this rental is a rare opportunity to enjoy comfort, convenience, and Florida living at its best. Schedule a showing today and see why 2186 Sunnyside Place is the perfect place to call home.
#TB8420505

SARASOTA

2186 SUNNYSIDE PLACE

4 Beds

2 Baths

1,989 Sq.Ft.

$4,000

MLS#: TB8420505

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