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Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

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 The Graf Group of Coldwell Banker

3,374

# of Listings

2

Avg # of Bedrooms

$701

Avg. $ / Sq.Ft.

$1,385,554

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3374 Properties Found. Page 120 of 225.

Rare Gulf-to-Bay community with a large private Gulf beach and Bay-side boat docks where owners may install boat lifts in their slips. The community is financially sound with NO assessments, making this a worry-free coastal investment. Move-in ready. Turnkey furnished.
What truly sets Island Reef apart is income potential: 1-month rentals are allowed—a rare policy on Siesta Key. That means you can enjoy your own slice of paradise and still generate excellent rental income when you’re not in residence. This flexibility makes the condo ideal for both personal use and a smart, self-funding getaway.
This high-and-dry 4th-floor unit is beautifully renovated, offered furnished, and move-in ready. Natural light is a standout feature—sunshine pours through the screened/enclosed balcony from morning through mid-day, filling the living areas with a bright, breezy coastal feel. Enjoy peaceful views of Little Sarasota Bay and the Intracoastal Waterway from your enclosed lanai with sliding windows—perfect for coffee, cocktails, and quiet sunsets.
The modern kitchen features granite countertops, crisp white cabinetry, and an integrated washer/dryer. The spacious owner’s suite includes a large walk-in closet, while the guest bedroom offers an extra-large closet plus a separate owner’s lock-away closet for personal items when guests arrive.
Island Reef lives like a resort: two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. You’re a short walk to restaurants, a full-service marina with rentals and storage, and Turtle Beach. And the free Siesta Key trolley stops right in front of the community, taking you to Siesta Village, shopping, dining, and more beaches along Midnight Pass Road.
Beach-to-Bay lifestyle + rare 1-month rental flexibility = a standout Siesta Key value. Schedule your private showing today.

SARASOTA

8767 MIDNIGHT PASS ROAD 403F

2 Beds

2 Baths

1,303 Sq.Ft.

$590,000

MLS#: A4673053

Welcome Home, Boaters! This is your opportunity to own a top-floor residence with peekaboo bay views and your own private dock at The Strand. Unit 507 includes a rare, deeded 32.5-ft private dock complete with water and electric, perfect for effortless days on the bay! After a day on the water, unwind on your covered terrace while enjoying sunset views overlooking the bay and resort-style pool.

Inside, the open-concept floor plan is ideal for entertaining, featuring a spacious kitchen with quartz countertops and seamless flow into the living and dining areas. The primary suite is a serene retreat with a large walk-in shower and generous walk-in closet. The oversized den includes a closet, making it ideal as a guest room or a perfect work-from-home office.

Weekly rentals are allowed, making this condo an exceptional seasonal rental and investment opportunity in one of Sarasota’s most desirable waterfront communities. The Strand offers outstanding amenities including a private dog park, floating kayak launch, pool and spa, fitness center, fire pit, EV charging stations and gas grills.

Ideally located just minutes from three waterfront public parks and only a short drive to downtown Sarasota, you’re close to weekend farmers markets, the opera, world-class shopping, and top-rated restaurants...everything downtown Sarasota has to give! Lido Key Beach is just 5 miles away, and world-famous Siesta Key is only 8 miles from your private garage parking space.

This is coastal living, boating lifestyle, and investment potential! All in one exceptional property!!

SARASOTA

1703 N TAMIAMI TRAIL B507

1 Beds

2 Baths

858 Sq.Ft.

$589,900

MLS#: A4678101

Price reduced

One or more photo(s) has been virtually staged. Experience modern Florida living in this beautifully renovated residence featuring a serene pool-side oasis with a versatile detached guest house. Highlighted by a refined chef's kitchen, this home feels newly built. Sparkling pool with therapeutic jets and seating for six sets the tone for resort style relaxation. Detached guest/pool house offers complete independence for visiting friends, extended family or potential rental opprotunities. Convient location just minutes to Sarasota's top beaches, dinning and attractions, this property blends confort, elegance and unmatched convenience. Plenty of parking for all, bring your RV, Boat, etc., behind fence parking available, parking pads, two driveways and a garage. No Association, only county restrictions apply.

SARASOTA

5010 LAHAINA DRIVE

4 Beds

4 Baths

2,333 Sq.Ft.

$589,900

MLS#: A4678105

Old-world elegance meets everyday comfort in this lovingly maintained single-story home. With over 1,900 square feet, three bedrooms, and two baths, the residence carries a subtle European influence—crown molding, graceful architectural lines, and tile flooring throughout the main living areas, complemented by wood-look luxury vinyl plank in the bedrooms. The kitchen blends charm and function with a decorative facade fireplace, new dishwasher, and new microwave—ready for everything from quiet mornings to lively dinner parties. The air conditioning system was replaced in 2021, offering peace of mind and year-round comfort. In the primary suite, plantation shutters frame bay windows, filling the room with soft natural light. The en-suite bath features dual vanities, a dedicated makeup area, a walk-in shower, and a separate soaking tub—your own private retreat at the end of the day. One of the bedrooms is currently styled as an office, easily converted back to a third bedroom if desired. The home is thoughtfully positioned on the lot to create added privacy from neighboring properties while capturing tranquil views of the pond and mature trees beyond. Located near the gate for convenient access, you’re just a short stroll to the lakeside community pool and pavilion—complete with a summer kitchen and a spacious covered area perfect for weekend barbecues and gatherings with friends. Tucked within the boutique community of Rue de Palisades and centrally located in Sarasota, this home offers effortless access to Siesta Key Beach, shopping, and a wide array of dining experiences. It’s a rare blend of character, comfort, and convenience—ready to welcome you home.

SARASOTA

7192 RUE DE PALISADES 12

3 Beds

2 Baths

1,908 Sq.Ft.

$589,000

MLS#: A4680209

Welcome to Siesta Harbor, one of Siesta Key’s most desirable waterfront condominium communities. This beautifully updated 2-bedroom, 2-bath residence in the Marlin House building offers a light-filled open floor plan with serene water views and direct access to the community’s private marina and boat docks. The spacious living area flows seamlessly into the dining room and remodeled kitchen, featuring stone counters, and nice storage space. The large primary suite includes a walk-in closet and an updated en-suite bathroom with a walk-in shower. The guest bedroom is equally generous, with an adjacent upgraded bath featuring a tub/shower combination.

One of the highlights of this residence is the oversized screened lanai, perfect for enjoying morning coffee, relaxing with coastal breezes, or watching boats pass along the canal. Additional features include updated flooring, ample closet space, covered parking, and assigned storage.

Siesta Harbor is an active, beautifully maintained 55+ waterfront community offering a wide range of amenities, including a heated pool, clubhouse, fitness area, shuffleboard, library, and boat slips.

Located just minutes from world-renowned Siesta Beach, restaurants, shopping, and entertainment, this residence provides an exceptional combination of comfort, convenience, and coastal living.

SARASOTA

1250 N PORTOFINO DRIVE 408

2 Beds

2 Baths

1,091 Sq.Ft.

$589,000

MLS#: A4672113

New on site 1 day ago

Located less than a mile from the world-famous Siesta Key Beach, this charming 3-bedroom, 2-bathroom home offers the perfect blend of coastal living and everyday convenience. Situated on a spacious lot, the property features a large backyard—ideal for outdoor entertaining, gardening, or simply enjoying Florida’s beautiful weather. A separate shed in the backyard provides additional storage or workspace.

Enjoy being just minutes from shopping, restaurants, and entertainment, while still tucked away in a quiet residential setting. Take a relaxing walk or short bike ride to the beach and experience the stunning white quartz sand and breathtaking sunsets that make Siesta Key so special.

Whether you’re looking for a primary residence, vacation getaway, or investment opportunity, this home offers endless potential in one of Sarasota’s most desirable locations.

SARASOTA

6338 BEECHWOOD AVENUE

3 Beds

2 Baths

1,506 Sq.Ft.

$589,000

MLS#: A4685783

Welcome to 5958 Anise Dr in beautiful Sarasota. This well-cared-for home offers a comfortable layout, inviting living spaces, and a location that’s hard to beat.

Inside, you’ll find a bright and open feel with great flow between the main living areas — perfect for everyday living and easy entertaining. The kitchen offers plenty of cabinet and counter space and overlooks the living and dining areas, keeping everyone connected.

The primary suite provides a quiet retreat with ample closet space and a private bath. Additional bedrooms are generously sized and ideal for guests, a home office, or hobbies.

Step outside and enjoy your own backyard space — perfect for relaxing evenings, weekend get-togethers, or simply enjoying Florida’s sunshine.

Conveniently located near shopping, dining, parks, and just a short drive to Sarasota’s beautiful Gulf beaches, this home offers the best of comfort and convenience.

Come see it for yourself — you’ll feel right at home.

SARASOTA

5958 ANISE DRIVE

3 Beds

2 Baths

2,055 Sq.Ft.

$587,654

MLS#: A4684465

Price reduced

Stunning Updated Pool Home in Deed-Restricted Westlake EstatesWelcome to 5328 Fox Run in Sarasota, located in the desirable deed-restricted community of Westlake Estates. This beautifully updated pool home offers 3 large bedrooms, 2.5 bathrooms, plus a bonus living area that can easily serve as a 4th bedroom, home office, or flex space.The home has been thoughtfully updated throughout and features a spacious granite kitchen with stainless steel appliances, perfect for entertaining and everyday living. Luxury vinyl plank flooring flows seamlessly through the home, while the floor-to-ceiling tiled bathrooms add a modern, upscale touch.Step outside to your private retreat featuring a screened-in pool and covered outdoor dining area, ideal for enjoying Florida living year-round.Situated in a quiet, well-maintained community, this home combines style, comfort, and flexibility in a prime Sarasota location. A must-see property that’s move-in ready and perfect for full-time living or seasonal enjoyment.

SARASOTA

5328 FOX RUN ROAD

3 Beds

2 Baths

1,872 Sq.Ft.

$587,200

MLS#: L4959125

One of the newest homes in the meadows featuring 10 ft ceilings, 8 ft. Doors and sunlight filled open spacious rooms. Southern light filters through impact rated sliders and windows. A private corner lot located just steps to community pool. Screened lanai opens to tropical setting with room to add a private pool or a walled courtyard. This thoughtfully well designed home has an open kitchen with separate dining and space for entertaining in style. The main bedroom is separated and opens to a spa like bath with separate tub and shower. Tile floors throughout and freshly painted, walls woodwork and doors.full security system, Air conditioned garage with new epoxy flooring and whole house water filter. Fully owned Tesla solar panels provide abundant electricity averaging less than $30 per month year round. The perfect home with some of the lowest neighborhood fees in the meadows.Muirfield Heath is a maintenance free neighborhood Conveniently located in a community offering restaurants, golf, pickle ball, tennis, Swimming pools, state of the art workout facility and community center with activities such as yoga, wellness speakers, mahjong and Farmers market. Convenient short commute to UTC, Downtown Sarasota, Whole Foods, fresh market, Home Depot and Trader Joe’s. Unique opportunity to own a newer construction home in this location.

SARASOTA

4756 RINGWOOD MEADOW

3 Beds

2 Baths

1,766 Sq.Ft.

$585,000

MLS#: A4681012

Price reduced

One or more photo(s) has been virtually staged. Discover elevated waterfront living in the prestigious gated community of Phillippi Landings, where this beautifully updated 4-bedroom, 3-bath residence offers an exceptional blend of privacy, comfort, and coastal elegance just moments from the world-renowned shores of Siesta Key. This refined home features spacious light-filled interiors, luxury flooring, and designer finishes throughout, enhanced by the convenience of a private in-unit elevator and a whole-home water filtration system. The gourmet kitchen showcases premium appliances, stone countertops, custom cabinetry, and a generous island perfect for gathering and entertaining. The serene primary suite offers spa-inspired finishes and impressive closet space, while three additional bedrooms provide versatility for guests, an office, fitness room, or multi-generational living. The screened lanai invites year-round indoor-outdoor enjoyment overlooking lush landscaping. Additional perks include parking for three vehicles along with ample guest parking. Residents of Phillippi Landings enjoy resort-style amenities including a heated pool and spa, fitness center, clubhouse, dog park, gated entry, walking paths, kayak and paddleboard launch, and access to marina-style docks along the Intracoastal Waterway. Ideally located near Siesta Key Beach, Downtown Sarasota, Gulf Gate, top dining, shopping, marinas, medical centers, and Sarasota’s renowned cultural attractions, this residence offers an exceptional coastal lifestyle in one of Sarasota’s most desirable waterfront communities.

SARASOTA

1904 MONTE CARLO DRIVE 1102

4 Beds

3 Baths

1,745 Sq.Ft.

$585,000

MLS#: A4672726

An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations.

The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience.

Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays.

Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.

SARASOTA

915 BEACH ROAD 216

2 Beds

1 Baths

753 Sq.Ft.

$585,000

MLS#: A4677981

New on site 4 days ago

#A4685319

SARASOTA

2920 CAPTIVA DRIVE

4 Beds

2 Baths

1,905 Sq.Ft.

$585,000

MLS#: A4685319

Price reduced

$140,000 PRICE IMPROVEMENT — NOW $585,000. Rare opportunity to own a ground-floor ISLAND REEF condo overlooking Little Sarasota Bay on South Siesta Key. Rare ground-floor ISLAND REEF condo overlooking LITTLE SARASOTA BAY. 2-bedroom, 2.5 bathroom split plan with 1,768 SF of living space. One of South Siesta Key’s best values. Located on quieter South Siesta Key, this Gulf-to-Bay community offers DEEDED BEACH ACCESS and a short walk to a large private Gulf beach. Enjoy bay-side boat docks with the option to add a boat lift for true beach-to-bay living. ISLAND REEF delivers a resort-style lifestyle with two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. The community is well maintained, financially sound, has no new assessments, and features on-site property management. Free Siesta Key trolley stops are right in front, with easy access to Siesta Village, dining, shopping, Turtle Beach, and a full-service marina. This unit stands apart with ground-floor convenience, peaceful bay views, and a strong history of staying dry during storms. Move-in ready and turnkey furnished. The rare split-plan layout offers two en suite bedrooms on opposite sides of the condo, huge walk-in closets, half bath, and a small home office. The full-size kitchen features butcher block countertops and abundant cabinetry. There is a separate dining room, massive living room, all-season Florida room, and regular-size washer and dryer. Ceramic tile flows throughout for easy maintenance, while natural light fills the living areas from morning through mid-day for a bright, breezy coastal feel. The enclosed lanai with sliding windows showcases LITTLE SARASOTA BAY and Intracoastal views—ideal for slow mornings, winding down after the beach, and watching boats drift by at dusk. Ideal for full-time living or seasonal enjoyment. A true South Siesta Key gem. Schedule your private showing today.

SARASOTA

8767 MIDNIGHT PASS ROAD 101F

2 Beds

2 Baths

1,768 Sq.Ft.

$585,000

MLS#: A4680015

Price reduced

Must see this special home! You'll want to move in immediately! Clean, neat, meticulously maintained home in desirable South Gate area, and golfing community, under $600,000. Freshly painted exterior August 2025 with new exterior light fixtures. Barrel tile roof maintenance in 2024, new flat roof over lanai, valleys redone, all roof penetration reflashed, attic solar fan installed. New AC in 2020 with whole house duct cleaning and ultraviolet light installed for mold control, extra insulation added in attic at the same time. New hurricane impact/energy efficient windows installed 2023 with lifetime warranty that is transferable. Hurricane garage door with Lift Master remote. Relax and breathe easy in the security of this block home. Water heater 2yrs. old. New electrical panel 2015. New stove top 12/25. Plenty of room to entertain friends and family on large 1600ft lanai area with extra large pool that looks like a lagoon of beautiful blue water. Pool cage screens replaced 2019, pool motor replaced 2022 and upgraded to variable speed motor. Pool and lanai decking resurfaced 2023. A piece of paradise as your backyard oasis is landscaped for privacy. Huge hass avocado tree grown from seed on side of house with banana trees, and pineapple plants in front that are the sweetest. Wood plantation shutters at all windows. Updated master bath, new tile in kitchen. Herringbone patterned floor tile. Updated ceiling fans add to great atmosphere. Inside laundry room, don't have to go into garage. Freshly cleaned roof and pool cage 11/25/25. Can't find a home in Sarasota in this excellent shape at this price.

SARASOTA

3619 PEMBROOK DRIVE

3 Beds

2 Baths

1,625 Sq.Ft.

$585,000

MLS#: A4681591

Experience the best of Siesta Key in this beautifully updated, freestanding two-bedroom, two-bath villa located in the desirable Vista Hermosa community. Filled with natural light, this stand-alone villa feels like a private home while offering the ease of low-maintenance island living. Recent renovations include tile flooring throughout, stainless steel appliances, furnishings and a new a/c, making it truly move-in ready.

Enjoy all the amenities that come with this vibrant community, including a renovated clubhouse with a full kitchen, a heated swimming pool, and inviting grill areas perfect for relaxing or entertaining.

Whether you want your own coastal escape or an income-producing property, this villa fits the bill. The community allows biweekly rentals, giving you the opportunity to generate consistent rental income all year long.

Vista Hermosa is ideally situated within minutes of great restaurants, shopping, entertainment, and water activities. Its prime location near the Stickney Point Bridge makes it easy to hop on and off the Key, putting Downtown Sarasota, St. Armands, Longboat Key, and Lido Key all just a short drive away.

A rare blend of privacy, convenience, and investment potential—right in the heart of Siesta Key.

SARASOTA

165 VISTA HERMOSA CIRCLE 24A

2 Beds

2 Baths

1,165 Sq.Ft.

$580,000

MLS#: N6141789

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