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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

4,261

# of Listings

2

Avg # of Bedrooms

$495

Avg. $ / Sq.Ft.

$878,760

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4261 Properties Found. Page 52 of 285.

A 2 minute walk to your very own private beach over a foot bridge, this 12,684-square-foot lot on Heron Lagoon presents a rare opportunity to create a custom coastal retreat that blends luxury living with serene natural beauty. Nestled along this tranquil waterway, the property is surrounded by lush tropical landscapes and offers direct access to kayaking, paddleboarding, fishing, and birdwatching—all just minutes from Siesta Key’s world-renowned quartz-crystal beaches.
The intimate community of just 20 homes is enhanced by a nominal HOA, ensuring charm and exclusivity without unnecessary fees. Residents enjoy the unique privilege of a private bridge less than a minute away and a quick walk to the beach, where cabanas are available for use.
While the existing home is ready for teardown, the stunning $80,000 pool remains a standout feature—perfectly placed for seamless integration into your new vision.
As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Homes. The proposed plan, The Oceana, is part of Yoder’s exclusive ISLAND SERIES, created with sustainability and Siesta Key’s unique coastal conditions in mind. Buyers may choose this elevated 2,735-square-foot residence, or collaborate with the builder’s design center to craft a fully personalized home.
With panoramic lagoon views, vibrant Gulf sunsets, and the best of Siesta Key’s boutique shops and coastal dining just minutes away, this property offers the ultimate blank canvas for a one-of-a-kind island oasis.

SARASOTA

8534 HERON LAGOON CIRCLE

None Beds

None Baths

0.3 acres

$1,300,000

MLS#: A4633094

#A4671233

SARASOTA

2344 BAY STREET W

3 Beds

2 Baths

2,363 Sq.Ft.

$1,300,000

MLS#: A4671233

Welcome to Your Siesta Key Sanctuary.
Step into paradise with this turnkey furnished condo in the highly sought-after Casarina complex, offering 200 feet of private beach access on the world-renowned Crescent Beach. Nestled on a lush 7-acre property, Casarina features beautifully landscaped gardens, tennis and pickleball courts, a beachside pool and spa, an elevated beach deck, and a welcoming clubhouse—all just steps from the famous crystal sands of Siesta Key Beach.
Located on the third floor, this residence boasts a newly updated kitchen, luxury vinyl flooring, an updated guest bath, and a new AC unit. Enjoy serene garden views from your 17-foot screened balcony, with a peek-a-boo view of the Gulf and pool areas.
Need extra space? The flexible 8’ x 8’ breakfast nook can easily be transformed into a home office or additional sleeping area.
Casarina is a well-maintained 89-unit complex with fully funded reserves and recent complex renovations. Owners can bring one small pet, and enjoy the convenience of a covered carport and access to the free Siesta Key Trolley for dining, shopping, and entertainment.
Whether you're paddle boarding, kayaking, biking, or simply relaxing on the beach, this condo offers the perfect blend of island lifestyle and resort-style amenities. See Video: https://sunnylensmedia.hd.pics/5880-Midnight-Pass-Rd/idx

SARASOTA

5880 MIDNIGHT PASS ROAD 306

2 Beds

2 Baths

1,642 Sq.Ft.

$1,300,000

MLS#: A4665591

A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat-water access—no fixed bridges to Sarasota Bay, and direct to the Intracoastal Waterway and the Gulf. Bring your vision and design ideas—this property is ready for a full renovation and offers incredible potential. Generous square footage, soaring ceilings, and an open floor plan provide the canvas. The main level features a welcoming foyer, expansive living and dining areas, a large eat-in island kitchen, a spacious bedroom/den with full bath, a laundry room, pantry closet and powder room. Go out to the screened lanai overlooking lush, tropical landscaping, a tranquil lagoon and fountain, and the community pool, complete with spiral stair access to the lower level. Upstairs, a bonus room is flanked by two bedroom suites, the oversized primary suite offers a walk-in closet and large bath with a soaking tub and separate shower. A second en-suite guest bedroom and bath ensures comfort for family and guests. The elevator services all three levels, though it is not operational and not warranted. Downstairs, the ground floor offers flexible bonus space—ideal for an exercise room, game room or hobby area—along with a screened lanai, two-car garage and additional storage room. Residents enjoy maintenance-free living, a heated community pool, and access to tennis and pickleball courts. On the north end of Siesta Key, just minutes to the Shell Road Beach, quaint Siesta Village, and the powdery white sands and aqua waters of world-famous Siesta Beach. Only 10 minutes by car to downtown Sarasota's shopping, dining, vibrant nightlife and cultural amenities. Rarely does a home in Hamilton Club become available—this is a must-see opportunity to create something special.

SARASOTA

3954 HAMILTON CLUB CIRCLE 14

3 Beds

3 Baths

4,419 Sq.Ft.

$1,300,000

MLS#: A4656944

One or more photo(s) has been virtually staged. Shovel-ready opportunity in the heart of Downtown Sarasota. Rare Rosemary District parcel with approved plans and density advantage. Attention developers, builders and savvy investors, this is your exclusive chance to secure one of the last remaining buildable parcels in Sarasota’s eclectic Rosemary District. Just moments from the 53-acre Bay Sarasota Park and surrounded by 65 restaurants within a six-block radius, this property is ideally positioned for luxury residential development in one of the region’s culturally vibrant neighborhoods. What sets this project apart? Time and density. Shovel-ready, permits can be issued in under 30 days—skip the 24-month design and entitlement delay. Legacy density advantage, approved under the prior 75-units-per-acre zoning—grandfathered in just before the downshift to 40 units per acre. The approved plans call for a boutique, ultra-contemporary building with just seven exclusive residences, no commercial component. Design highlights include expansive 2-, 3-, and 4-bedroom penthouse-style floor plans, floor-to-ceiling walls of glass, and private outdoor kitchens and splash pools. Only two units per floor, offering maximum privacy. Secure garage parking. Built to the latest hurricane construction standards. This is the condominium lifestyle reimagined—intimate, modern and crafted for discerning buyers who value privacy, walkability, and architectural distinction. With projected pricing from $1 million to $3 million, this build-out targets $14,515,600 in potential gross sales, and the entire project could be completed in as little as 12 months. Whether you’re seeking a quick and elegant exit strategy or aiming to leave a legacy in Sarasota’s architectural landscape, this project is a rare gem in one of Florida’s dynamic downtown corridors. Pro forma available upon request. Seize the opportunity to potentially double your investment and be part of Rosemary District’s next success story.

SARASOTA

1469 5TH STREET

None Beds

None Baths

0.11 acres

$1,299,000

MLS#: A4655867

#A4662126

SARASOTA

2441 WEBBER STREET

4 Beds

3 Baths

3,417 Sq.Ft.

$1,299,000

MLS#: A4662126

Nestled in one of Sarasota’s most sought-after neighborhoods, this beautifully restored Burns Court residence offers the rare opportunity to own a true piece of Downtown history. Blending timeless charm with modern comfort, this property is ideal as a rental investment, a live-work setup, or simply a vibrant in-town retreat for those who crave the downtown lifestyle. The main home offers one bedroom and one and a half baths, thoughtfully remodeled to blend charm with modern comfort. High ceilings, gleaming wood floors, impact-rated windows, natural gas, and a whole-home water-filtration system enhance the living experience. The cozy living room centers around a classic fireplace, while the chef’s kitchen shines with GE Café appliances, solid wood cabinetry, stone counters, and a welcoming breakfast bar. The primary suite features a beautifully updated bathroom with double sinks, a large walk-in shower, and a custom closet system for optimal organization. Completing the home is an enclosed front porch — a perfect spot to unwind and enjoy the day’s end. A separate 1-bed/1-bath guest cottage extends the property’s versatility, complete with a separate living space, kitchenette, and spacious bath with double sinks and a walk-in shower. The attached screened lounge—perfect for entertaining—opens to a private, brick-paved courtyard with a storage shed and lush tropical landscaping.With DTC zoning, the possibilities are endless—residential, rental, live/work, or even small business use (verify with city guidelines). Surrounded by multimillion-dollar condominiums, galleries, cafés, boutiques, and restaurants, this home puts you in the heart of it all. Just two blocks from Main Street and moments from the Sarasota Bayfront and marina, this residence places you at the heart of downtown living. Enjoy close proximity to Selby Gardens, Owen’s Fish Camp, the Burns Court Cinema, and an array of local shops and cafés. Opportunities like 446 Burns Court are few and far between—don’t miss your chance to own a landmark property in Sarasota’s most vibrant and walkable district.

SARASOTA

446 BURNS COURT

2 Beds

2 Baths

1,519 Sq.Ft.

$1,299,000

MLS#: A4671273

One or more photo(s) has been virtually staged. Welcome to Hidden Oaks Estates—one of Sarasota’s most desirable communities. The open-concept layout centers around a fully renovated custom kitchen featuring a large floating island, butler’s pantry, and premium finishes. The living area includes a natural stone and wood-fireplace and expansive windows with pool and garden views. A dedicated media room offers the perfect retreat for reading or movie nights. The custom wood staircase leads to a versatile loft area—ideal for an office, fitness room, or additional bedroom. The main floor primary suite features two walk-in closets, dual vanities, a walk-in rainfall shower, and private sliding doors to the pool deck. A separate wing includes two spacious bedrooms, a remodeled bathroom with dual vanities and rainfall shower. The home also features a separate semi- attached 400sf in-law or guest suite that provides additional flexibility, offering a private entrance, walk-in closet, remodeled bath with pool access. The oversized garage has new epoxy flooring, concrete circular driveway, extended parking, a 10' x 12' storage garage or wired workshop, and an 8' x 10' storage shed. The expansive lot provides room for parking, recreation, storage, and outdoor living. Experience comfort, functionality, and style in this beautifully updated Hidden Oaks Estates residence.

SARASOTA

4605 STONE RIDGE TRAIL

4 Beds

3 Baths

4,826 Sq.Ft.

$1,298,000

MLS#: A4668956

Price reduced

Stunning 16th-floor corner residence at One Watergate offering panoramic views of Sarasota Bay, the iconic Ringling Bridge, and the downtown skyline. Walls of glass and a rare wraparound balcony seamlessly extend the living space outdoors, capturing sunrise-to-sunset vistas from every room. The light-filled open floor plan features a modern kitchen with a streamlined design that opens to spacious living and dining areas—ideal for entertaining or relaxing while taking in the ever-changing views. Both bedrooms capture city and bay views, and provide versatile spaces for relaxation, guests, or home office. One Watergate is in the midst of an exciting transformation, with the lobby, fitness center, and community room being refreshed in a clean, refined aesthetic. Resort-style amenities include a heated pool, outdoor grilling and gathering areas, and tennis courts. Exceptional downtown location steps to Sarasota’s waterfront, marina, dining, shopping, and performing arts venues—with St. Armands Circle and Lido Beach just over the bridge.

SARASOTA

1111 N GULFSTREAM AVENUE 16F

2 Beds

2 Baths

1,837 Sq.Ft.

$1,295,000

MLS#: N6141188

Elevated downtown Sarasota living at The Mark. In the heart of downtown Sarasota, this impeccably designed residence offers city living in one of Sarasota’s premier full-service buildings. Positioned near Whole Foods, the Sarasota Farmers Market, fine dining and boutique shops, the residence combines convenience with refined design. This eighth-floor residence features two bedrooms, two and one-half baths and a flexible den across nearly 1,600 square feet. Soaring 10-foot ceilings and floor-to-ceiling glass allow natural light to accentuate custom designer details, including blackout window treatments, porcelain and ceramic tile flooring, ceiling fans and modern lighting fixtures. The gourmet kitchen is appointed with European soft-close cabinetry, JennAir appliances, a wine refrigerator, Grohe fixtures and quartz countertops. A large island accommodates seating for three, offering a seamless space for dining or entertaining. Adjacent, the dining area features elegant lighting and flows into a spacious great room that opens to a private terrace with cityscape views. The primary suite includes custom built-ins and an en-suite bath with dual vanities, ample storage and a walk-in shower. The guest suite also offers an en-suite bath and skyline views. A well-appointed laundry room includes cabinetry and full-sized washer and dryer. Near the 5th floor amenity level, residents enjoy convenient access to a resort-style 65-foot pool overlooking Sarasota Bay, fitness center, clubroom with catering kitchen and pool table, outdoor grills, fire pit lounge and café-style workspace. This residence includes one assigned parking space on the third floor within the secured resident portion of the parking garage and a separate secured storage unit. The Mark offers 24-hour staffed reception and security personnel. The unit is leased, and buyer will assume the existing lease as landlord, which expires 5/31/2026. No open house will be held, and showings are by appointment only.

SARASOTA

111 S PINEAPPLE AVENUE 816

2 Beds

2 Baths

1,734 Sq.Ft.

$1,295,000

MLS#: A4672019

DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal use and potential income. This BEACHFRONT CONDO boasts sophisticated modern design and a tranquil beachside ambiance in a prime, secluded yet connected location. A SPACIOUS 26' X 6' BALCONY OFFERS PANORAMIC GULF VIEWS ideal for enjoying sunrise coffee or sunset cocktails. The living areas feature sleek lines, a neutral palette, and abundant natural light to create an airy atmosphere. The STATE-OF-THE ART KITCHEN is equipped with PREMIUM FIXTURES, TOP-TIER STAINLESS STEEL APPLIANCES including a SUBZERO REFRIGERATOR, STONE COUNTERTOPS, and CUSTOM WOOD CABINETRY. Plush bedrooms provide comfort and serene views, with the master suite featuring direct Gulf views via sliding glass doors, a SPA -INSPIRED ENSUITE BATHROOM WITH HIGH-END FINISHES, and a large walk-in closet. For added assurance, this sixth-floor unit includes MAXIMUM HURRCANE PROTECTION WITH FULL ELECTRIC METAL ROLL-DOWN SHUTTERS. Residents enjoy access to a SWIMMING POOL, poolside cabana with billiard and ping pong tables, ROOFTOP CLUB ROOM WITH EXPANSIVE GULF VIEWS, private tennis and basketball courts, putting green, FITNESS CENTER, and PRIVATE GATED ACCESS to Siesta Key Beach. The community is within walking distance to Siesta Key Village’s restaurants, boutiques, bike rentals, and vibrant nightlife. This property exemplifies elegance, comfort, and the beauty of oceanfront living. It presents a unique lifestyle opportunity for discerning buyers seeking both luxury and investment potential.

SARASOTA

625 BEACH ROAD 602

2 Beds

2 Baths

1,352 Sq.Ft.

$1,295,000

MLS#: A4669231

1684 Spring Creek Drive embodies tranquility at home. This beautifully renovated 3-bedroom, 3-bathroom residence is perfectly situated WEST OF THE TRAIL in one of Sarasota’s most desirable neighborhoods—just minutes from Siesta Key Beach, Southside Village, and downtown Sarasota.

Step inside to discover a light-filled open layout that seamlessly blends modern comfort with timeless coastal charm. Nearly every room captures serene water views of the pool and private pond, creating a peaceful backdrop for everyday living.

The primary bedroom opens directly to the pool deck, offering a gorgeous view of both the pool and pond—a perfect setting for morning coffee or evening sunsets. Inside, the suite provides a spa-inspired bath, walk-in closet, and abundant natural light.

This home sits on an oversized 0.32-acre lot, providing added privacy, mature landscaping, and ample space for outdoor living. Thoughtfully updated and meticulously maintained, it features a major renovation in 2013, new roof in 2020, and hurricane-rated PGT windows installed in 2013. Additional upgrades include a new water heater (2024), re-plumbed attic system (2013), two HVAC systems—one from 2019 and another from 2013 with a new compressor added in 2022—and a pool heater installed in 2021. The outdoor area is designed for true Florida living, complete with a heated pool, outdoor shower, and lush tropical landscaping overlooking the tranquil pond.

If your vision includes a true Sarasota lifestyle—walkable neighborhood charm, beach access, excellent schools, and a move-in-ready home with meaningful updates—1684 Spring Creek Drive delivers on all fronts. Come envision your next chapter here.

SARASOTA

1684 SPRING CREEK DRIVE

3 Beds

3 Baths

2,860 Sq.Ft.

$1,295,000

MLS#: A4671407

This is the one * LOCATION, LOCATION, LOCATION * 'A' RATED SCHOOL DISTRICT * RARELY AVAILABLE IN THE GATED WOODLANDS OF BENT TREE * NEW Tile Roof 2018 * This Executive Family Home boasts a VERY PRIVATE SETTING ON OVER 1/2 ACRE and BACKS TO A LARGE SPRING-FED LAKE * Quality built home features 5 Bedrooms + 3.5 Baths + 3 Car Side-load Garage with a large circular driveway * Split Plan Design * Formal Living Room with a Wood-burning Fireplace * Formal Dining Room * The large Chef's Eat-in Kitchen opens to the SPACIOUS Family Room * Don't miss the next Movie Premiere in your PRIVATE HOME THEATER! * Your generously-sized Primary Suite showcases a Spa-style Bath with dual sinks, a garden tub, a large walk-in shower with custom fixtures, and a walk-in closet * This is NOT a cookie cutter home * This custom home brings in an abundance of natural light with Transom Windows above the many French Doors and Sliding Glass Doors * ALL OF THIS WRAPS YOUR OUTDOOR OASIS WITH A LOVINGLY RENOVATED POOL & SPA WITH NEW PAVER DECK & 2 COVERED LANAIS * NEW GUTTERS * CUSTOM PLANTATION SHUTTERS THROUGHOUT (including in garage) * This is the perfect home for entertaining or simply relaxing in your private slice of paradise * Stunning curb appeal & custom landscaping * Expansive Back yard & Side yard * 'A' RATED SCHOOL DISTRICT * Short drive to World Famous Siesta Key Beach * 20 minutes to UTC Mall and even downtown Sarasota * Close to shopping & dining * One look & you'll fall in love! *

SARASOTA

7421 WEEPING WILLOW BOULEVARD

5 Beds

3 Baths

5,109 Sq.Ft.

$1,295,000

MLS#: A4657049

Welcome to The Mark- where it’s all happening in downtown Sarasota. This incredible city-view unit is the perfect height and position in the building- facing east for sun-filled mornings, it looks directly down State Street and at the city below. The Mark is a wonderfully amenitized newer building in the core of downtown Sarasota. Just out your front door is access to the finest in dining, shopping, and entertainment that Sarasota has to offer. Inside the building you will find a true oasis- you’ll be greeted by the friendly concierge, take the elevator up to you level and enjoy privacy and elegance. The amenities in the building include a heated pool and spa deck area with peek-a-boo views of the water and cityscape, outdoor seating and cabanas, a luxurious fitness center, meeting room, shared office area, grilling area, catering kitchen and much more. This unit stands out with one extra wide end parking space that was hand selected by the seller, and there is a 6x4 storage unit right across the hall. Inside this residence are lovely upgrades including tile in the main living area, automated blinds with blackout shades in the bedrooms, recessed can lighting, separate laundry room with sink, grass cloth accent walls and much more. You’ll love the open floor plan with bedrooms on either side, each with its own en-suite bathroom. There is a powder room for entertaining and abundant space for sitting and hosting in the main area. There is a tucked-away office area with built-ins, custom lighting throughout, and no storm concerns with impact glass windows in all openings! The luxurious kitchen features an island with bar seating, stainless steel appliances, custom glass tile backsplash and more. The primary suite offers abundant space, dual closets, bathroom with separately enclosed walk-in shower and commode, dual vanities, and access the balcony. The lovely east facing balcony is a great retreat to sit and let the day greet you, and even see the warm glow of sunset skies over the city in the evening. This unit has been lovingly cared for its original owner- don’t wait- schedule your private tour today!

SARASOTA

111 S PINEAPPLE AVENUE 604

2 Beds

2 Baths

1,682 Sq.Ft.

$1,295,000

MLS#: A4672735

Build your Dream Home or renovate the existing home on this Siesta Isles Canal Front lot just a short walk to the cool powdery quartz sands of Siesta Key. This 14,200 square foot lot boasts approximately 80 feet on a deep canal with a boat dock. New homes and extensive renovations are occurring in this highly sought after neighborhood with its excellent boating water and close proximity to the beach. The current home on the property consists of a 3-bedrooms, 4 bathrooms and 2,337 square feet of living area. The current home experienced some water intrusion during Hurricane Helene (but not Milton).

SARASOTA

5502 SHADOW LAWN DRIVE

3 Beds

4 Baths

4,504 Sq.Ft.

$1,295,000

MLS#: A4649470

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