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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

3,420

# of Listings

2

Avg # of Bedrooms

$698

Avg. $ / Sq.Ft.

$1,389,349

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3420 Properties Found. Page 123 of 228.

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

Price reduced

One or more photo(s) has been virtually staged. A true SIESTA KEY DIAMOND IN THE ROUGH, this rare waterfront residence offers what may be the most breathtaking Sarasota Bay intracoastal view in the entire Bay Oaks community—a view that feels endless, cinematic, and utterly transformative. Positioned directly on the water, this second-floor, two-level, two-bedroom, two-and-a-half-bath condo is a blank canvas waiting for someone with vision to unlock its full potential and create something truly extraordinary. Once reimagined, this home could be an absolute showstopper, whether as a deeply personal coastal retreat or a high-performing investment with weekly rentals permitted. The main living level features the living room, dining area, kitchen, in-unit laundry, and a convenient half bath for guests, while both generously sized bedrooms are located upstairs, each with private ensuite baths and large walk-in closets. One of the primary suites opens to a private, open-air covered balcony that faces directly over the bay—an intimate perch for morning coffee, sunrise reflections, and quiet moments where the water becomes part of daily life. Build-out renderings have been thoughtfully created to help visualize just how breathtaking this residence could become once updated. Bay Oaks itself enhances the lifestyle with a heated bayside pool, private fishing pier, waterfront picnic and BBQ areas, tennis and pickleball court, clubhouse with kitchen, pool table, and library, assigned covered parking, guest parking, covered bike storage, onsite management, and 24-hour video surveillance. Nestled on the bayside of world-famous Siesta Key, the community is surrounded by lush tropical landscaping, majestic live oaks, and swaying palms, with direct access to Sarasota Bay for kayaking, fishing, or simply soaking in the sunrise. The powdery white sands of America’s #1 Beach are just one mile away, and the free Siesta Key trolley stops directly outside the community. Upcoming community improvements—already paid for—include parking lot resurfacing, renovated carports following the 2026 season, and new pool furniture. This is an opportunity to fall in love not just with what this property is today, but with what it has the power to become—a waterfront home where vision meets view, and where the Florida lifestyle unfolds beautifully over the bay.

SARASOTA

6157 MIDNIGHT PASS ROAD B12

2 Beds

2 Baths

1,332 Sq.Ft.

$580,000

MLS#: A4678073

Discover the perfect blend of sophistication and relaxation in this one-bedroom plus den condo at The Strand, a premier waterfront community. Built in 2022, this turnkey furnished residence showcases over $20,000 in designer décor, offering an immediate sense of style and comfort. With breathtaking views of Sarasota Bay, this condo is ideal for full-time living, a vacation retreat, or a lucrative weekly rental investment.
Inside, the open layout boasts luxury vinyl flooring, quartz countertops, sleek modern cabinetry, and stainless-steel appliances. Beyond the condo, The Strand offers exceptional amenities, including a resort-style heated pool and spa, a fitness center, a dog park, and a floating kayak dock that leads to the Gulf of Mexico. EV charging stations, a fire pit, and gas grills add to the convenience.
Situated just a mile from downtown Sarasota, this property places you within easy reach of top-notch restaurants, cultural venues, and vibrant events like the Saturday farmers market. Nearby attractions include St. Armands Circle, Lido Beach, and the award-winning Siesta Key Beach. With an assigned parking spot, extra storage, and access to Sarasota’s best, this condo is your gateway to a luxurious waterfront lifestyle. Incredible property for a primary home, a vacation home or to be used as an investment. The unit can be rented 52 times per year min 7 days. Schedule your private tour today and experience The Strand!

SARASOTA

1709 N TAMIAMI TRAIL 220

1 Beds

1 Baths

803 Sq.Ft.

$580,000

MLS#: O6325748

Discover the perfect blend of modern design, refined comfort, and Florida lifestyle at 8121 Sternway Road, an immaculate residence located within the sought-after Lakehouse Cove at Waterside community. Built in 2023, this maintenance free home with a whole house generator, combines contemporary craftsmanship with timeless sophistication, offering both style and practicality in equal measure.
From the moment you arrive, you’re greeted by clean architectural lines, lush landscaping, and an inviting front entry that sets the tone for what lies beyond. Step inside to an open, sun-filled floor plan that feels both expansive and intimate. The living area flows effortlessly into the dining space and gourmet kitchen, creating a perfect environment for entertaining or quiet evenings at home.
The kitchen is the heart of the residence — featuring premium cabinetry, quartz countertops, stainless-steel appliances, incredible backsplash a spacious island with seating that invites casual gatherings. The adjoining great room boasts large windows and sliding glass doors that open to the covered lanai, blending indoor and outdoor living in true Florida fashion.
The primary suite is a serene retreat with a generous walk-in closet and an elegant ensuite bath complete with dual vanities, a glass-enclosed shower, and upscale fixtures. The additional two bedrooms provide for flexible space for family, guests, or a home office — each designed with comfort and natural light in mind. A second full bath and a thoughtfully located near the second bedroom and the office/den for easy access.
Outdoors, the covered lanai overlooks a beautifully maintained yard that’s ideal for relaxation, morning coffee, or evening gatherings. The two-car garage offers ample storage, and the home’s low-maintenance design allows more time to enjoy the community’s amenities and nearby attractions.
Residents of Lakehouse Cove at Waterside enjoy access to a wealth of resort-style features — including a lakeside clubhouse, fitness center, resort-style pool, kayak launch, and scenic walking trails. The community’s thoughtfully designed spaces encourage both connection and tranquility, making it one of Sarasota’s most desirable addresses.
Located just minutes from downtown Sarasota, Lakewood Ranch, and the beautiful sand beaches of Siesta Key, this property offers convenient access to fine dining, boutique shopping, golf, and world-class cultural venues. Every element of 8121 Sternway Road reflects the area’s signature blend of comfort, sophistication, and relaxed coastal living.
Whether you’re seeking a full-time residence or a seasonal retreat, this home presents a rare opportunity to own a nearly new property in one of Sarasota’s premier master-planned communities.
Experience effortless elegance and modern living at 8121 Sternway Road — where every detail has been crafted with care and style.

SARASOTA

8121 STERNWAY ROAD

3 Beds

2 Baths

1,810 Sq.Ft.

$579,900

MLS#: A4667132

Beautiful luxury townhome with contemporary flair located only minutes from Siesta Key. This 3-story residence offers affordable luxury and maintenance-free living in a premier location on the shores of Phillippi Creek, where you are surrounded by 10 acres of stunning tropical foliage and landscaping. Rarely available, this is your chance to live in an open concept space with high ceilings, designer kitchen features, spectacular interior details and stylish bathroom fixtures. Upon entering this 3-bedroom, 3-bathroom home, you will fall in love with the bright, open floorplan featuring high-end finishes and an abundance of natural light. Enjoy relaxing on one of two lanais; one on the ground floor with outside access and another one upstairs with stunning views. There are stairs and a private elevator for your convenience as well as an oversized garage with plenty of room to store kayaks, golf clubs, beach chairs, fishing poles and more. The Phillippi Harbor Club Rackominium and Marina is right next door for your boating pleasures. There is also an onsite resort-style pool and kayak launch for active pursuits. Additional amenities include a clubhouse, dog park, fitness center and lighted boardwalk. You are minutes away from downtown Sarasota, fine dining, shopping, outdoor activities and the area’s famous beaches. Enjoy the best of Sarasota luxury living in the secluded, gated waterfront community of Phillippi Landings.

SARASOTA

5560 CANNES CIRCLE 3-106

3 Beds

3 Baths

1,825 Sq.Ft.

$579,000

MLS#: A4665433

Mid-century inspired architecture paired with a complete modern renovation, set along a tranquil creek that offers a peaceful waterfront backdrop with a unique elevated setting. Positioned high above the water, the home enjoys serene views, with frequent wildlife sightings from both inside and out.

Recent improvements include a new roof, hurricane-rated windows, designer lighting, and all new large-format tile flooring throughout. A dramatic step-down living area adds architectural character, while the custom kitchen remodel features high-end KitchenAid appliances and bar seating ideal for entertaining.

Two spacious bedrooms include walk-in closets, and the expansive Florida room—finished with upgraded window tint—serves as a versatile flex space that could easily accommodate a Murphy bed. The home offers two beautifully updated bathrooms, including a hall bath with a separate tub and walk-in shower, and a well-appointed primary bath with a large walk in shower and bench.

Situated on a 10,000+ sq ft oversized corner lot, the property features a new paver driveway, extended patio, and a generous side yard that could accommodate a future pool or expanded outdoor living space. Mature trees create a natural backdrop behind the home, enhancing the peaceful water setting. Despite its waterfront location, the home sits high above sea level, has never flooded, and has withstood hurricanes.

The garage is enhanced with a newly installed Shark Floor coating, providing a durable, sleek, and easy-to-maintain finish. Enjoy tranquil outdoor living with water behind the home, where you’ll regularly spot fish, turtles, and a variety of birds in your own private nature retreat.
Not located in a flood zone, and with no HOA or CDD fees, this move-in-ready property offers freedom, flexibility, and peace of mind.

Located in the highly desired Southgate Neighborhood. Conveniently located minutes to downtown Sarasota, approximately 10 minutes to Siesta Key Beach, and between two top-rated hospitals. Turn-key, move-in ready, and truly one of a kind.

SARASOTA

3149 HOMASASSA ROAD

2 Beds

2 Baths

1,438 Sq.Ft.

$579,000

MLS#: A4677645

Price reduced

Gorgeous 4-bedroom, 2.5-bath home built in 2020! This immaculate residence offers a generous open-concept floor plan featuring a spacious kitchen that flows seamlessly into the living and dining areas—perfect for everyday living and entertaining. A desirable split layout provides two guest bedrooms at the front of the home, along with a versatile flex room ideal for a den or home office. The expansive primary suite boasts dual walk-in closets, an oversized shower, and a relaxing garden tub. Upgraded large subway tile flooring runs throughout the home and is complemented by beautiful matching stone countertops. The kitchen is well appointed with stainless steel appliances, a walk-in pantry, and stylish cabinetry offering abundant storage. This home blends functionality with modern design and is located in a gated community featuring an impressive community center with a resort-style pool, basketball court, playground, sand volleyball court, and golf cart parking. Low HOA fees, no CDD, and no flood insurance required. Schedule your private showing today!

SARASOTA

5625 SOFT SKIES DRIVE

4 Beds

2 Baths

2,045 Sq.Ft.

$578,900

MLS#: A4677533

Price reduced

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.

$575,000

MLS#: A4677981

Discover a lifestyle that blends walkable downtown living with the relaxed coastal energy that makes Sarasota so special. This beautifully updated 1 bedroom, 1.5 bath condo at Essex House sits on the 9th floor and invites you to experience Sarasota from a new perspective. Floor to ceiling windows frame sweeping city views, with lush treetops and skyline scenery that feel both vibrant and peaceful at the same time.

From the moment you enter, the home has an easy flow. The designer kitchen opens naturally to the dining and living areas, creating a welcoming space to entertain or unwind after a day along Sarasota Bay. A versatile bonus area offers room for a home office, creative space, or occasional guest use. The enclosed balcony extends your living space and becomes the perfect spot for morning coffee or evening conversation while the city lights begin to glow.

The spacious primary bedroom offers generous closet space and a beautifully appointed en suite bath, creating a private retreat that feels calm and refined. Natural light fills the residence throughout the day, highlighting the thoughtful finishes and the connection to the city around you.

Essex House is one of Downtown Sarasota’s established luxury condominium communities, offering resort style amenities including a heated pool, fitness center, and welcoming social spaces. Here, you are moments from Marina Jack, Bayfront Park, Selby Gardens, boutique shopping, fine dining, the arts, and everything that defines the Sarasota lifestyle.

If you have been searching for a Downtown Sarasota condo for sale that offers comfort, convenience, and character, Unit 906 at Essex House delivers it all in an exceptional location near Sarasota Bay. This is where everyday living begins to feel like a getaway.

SARASOTA

707 S GULFSTREAM AVENUE 906

1 Beds

1 Baths

1,014 Sq.Ft.

$575,000

MLS#: A4676166

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.

$575,000

MLS#: L4959125

NEW PRICE ON THIS BEAUTIFULLY UPDATED AND MOVE-IN READY GULF GATE POOL HOME WITH 2025 TILE ROOF! ADDITIONAL 2025/26 UPDATES INCLUDE UPGRADED ELECTRICAL SERVICE, NEW DUCTWORK, CARPET, BATHS, EXTERIOR/INTERIOR PAINT, DISHWASHER, DRIVEWAY, FENCE, LANDSCAPING AND MORE! Located in the sought-after Gulf Gate Woods community, this beautifully refreshed 3-bedroom, 2 full bathroom residence blends timeless design with modern upgrades, all nestled just minutes from world-renowned Siesta Key Beach. The bright and spacious living room welcomes you with natural light and new neutral tone plush carpet. The open-concept kitchen features a just completed raised ceiling with recessed lighting and additional 2017 improvements including stainless steel appliances, soft close cabinetry, and granite countertop, and flows seamlessly into a generous breakfast room and separate dining room too! The thoughtful split-bedroom floor plan ensures privacy, with the primary suite positioned separately from the guest bedrooms. The primary bedroom features a renovated en-suite bath with sleek subway tile shower enclosure, on-trend black fixtures, new floating vanity and modern finishes. Two additional bedrooms are located on the opposite wing and share an updated full bath with a granite topped vanity. The additional 24x10 bonus room is a great space for entertaining or relaxation, with windows out to your own private oasis which includes the sparkling pool and screened lanai. A 2023 water heater ensures energy efficiency, while the spacious interior laundry room adds everyday convenience. The prior owner replumbed the home with PVC pipes. The attached two-car garage includes abundant cabinetry, ideal for storage and organization. This home is in the X flood zone and is high and dry. Gulf Gate Woods is a well-established neighborhood known for its sidewalks, streetlights, and friendly sense of community. Zoned for A-rated schools, this prime Sarasota location places you within 10 minutes of Siesta Key Beach, downtown Sarasota, the Legacy Trail, golf courses, fitness centers, Sarasota Memorial Hospital, fine dining, UTC and the charming shops and restaurants of Gulf Gate Village. Whether you're seeking a full-time residence, seasonal getaway, or a smart investment, this home offers flexibility and would also make an excellent option for a long or short-term rental.

SARASOTA

2852 CAPTIVA DRIVE

3 Beds

2 Baths

2,033 Sq.Ft.

$575,000

MLS#: A4661671

Price reduced

INCREDIBLE VALUE - this beautifully remodeled third-floor luxury residence with water view in the gated waterfront community of Phillippi Landings is perfectly situated West of the Trail and just minutes to the world-renowned beaches of Siesta Key. Nestled along the Phillippi Creek with direct access to Sarasota Bay and just minutes to the Philippi Farmhouse market and the Landings Shopping Center with its vast array of dining and shopping options. This 2 bedroom plus den, 2 bath condo offers the ideal blend of privacy, convenience, and resort-style living. From the moment you enter via direct elevator access to your private foyer entrance, you are welcomed by an open and airy floor plan, porcelain tile flooring, and an inviting coastal aesthetic. The beautifully updated kitchen features granite countertops, stainless appliances, and rich wood cabinetry, offering both style and function for everyday living and entertaining. Step into the spacious living area that opens to a private covered and screened balcony with peaceful water view, ideal for enjoying morning coffee or a glass of wine at sunset. The split-bedroom layout offers exceptional privacy, with two generously sized bedroom suites. The primary suite is a true retreat, offering tranquil water view, two large walk-in closets, and a spa-style bath with a jetted soaking tub, custom walk-in shower, and private water closet. A flexible bonus space off the main living area provides the perfect nook for a home office, den, reading lounge, or secondary dining area. Impact doors and windows throughout. Beautiful wood plantation shutters. Enjoy the convenience of under-building assigned parking and a private storage unit. This home is move-in ready and ideal as a primary residence, seasonal escape, or investment opportunity. Life at Phillippi Landings is exceptional - the community is 10 acres and offers a resort-style heated pool and spa, a well-equipped fitness center, clubhouse, and an expansive waterfront promenade perfect for evening strolls beneath swaying palms. For boating and nature enthusiasts, the community provides kayak launch access and private storage racks—an invitation to explore the peaceful waterways of Phillippi Creek and beyond. The lush, manicured grounds and tropical landscaping create a tranquil, private atmosphere while placing you just minutes from Southside Village, downtown Sarasota, and the vibrant shopping and dining of UTC Mall. This exceptional location, paired with a refined, low-maintenance lifestyle, offers the best of coastal Florida living.

SARASOTA

1921 MONTE CARLO DRIVE 302

2 Beds

2 Baths

1,720 Sq.Ft.

$575,000

MLS#: A4655742

#A4667525

SARASOTA

185 VISTA HERMOSA CIRCLE

2 Beds

2 Baths

1,036 Sq.Ft.

$575,000

MLS#: A4667525

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