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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

4,424

# of Listings

2

Avg # of Bedrooms

$478

Avg. $ / Sq.Ft.

$848,471

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4424 Properties Found. Page 66 of 295.

INVESTOR OPPORTUNITY - Welcome to your dream opportunity in the heart of the Pinecraft community! This turnkey family compound offers a delightful blend of charm and modern convenience with its four separate units, including two standalone cottages. Boasting five bedrooms and four bathrooms, this property is fully furnished, featuring modernized kitchens and bathrooms, making it an ideal investment opportunity or family retreat.

The living spaces are comfort personified, with amenities like air conditioning, central heating, and window AC units already installed to keep you comfortable year-round. Enjoy the ease of on-site parking and common laundry facilities.

Step outside and unwind on the spacious covered front porch or in your private outdoor seating area. For those who love the outdoors, the Legacy Trail is just a stone's throw away. Not to mention, you're in close proximity to the quaint Amish markets and popular Yoder and Der Dutchman Restaurants. Plus, you're in close proximity to Downtown Sarasota, the famous Siesta Key Beach, and a variety of shopping, dining, and entertainment options.

Don't miss out on this rare gem, offering a blend of tranquility and vibrant community life. Your perfect Sarasota home awaits!

SARASOTA

3504 ESTRADA STREET

5 Beds

4 Baths

2,643 Sq.Ft.

$925,000

MLS#: A4658554

Gulf & Bay is undeniably one of the top tropical resorts on Siesta Key. Eight Hundred feet of beautiful white sand that makes up famous Siesta Key Beach is just steps outside of your building. Amenity-rich Gulf & Bay boasts Basketball, Tennis, Pickleball, Shuffleboard, Fitness center with Spa and Sauna, grills with picnic areas, three swimming pools, two club houses, electric car charging stations, and 24 hours security in this stunning gated community!!! You can also rent a guest suite for up to two weeks. The seventh floor end unit has the preferred floor plan and many updates including: fresh paint throughout, new flooring throughout, new window coverings, all new furniture and mattresses, new fridge, stove, dishwasher, & newer washer/dryer. Owners also just installed a new front door to the unit. Don't forget that you can now hop on the many free trolleys to go up and down the island. Siesta Key village offers live music, bars, restaurants, and of course island shops!! Morning strolls along the beach set you up for a fantastic tropical day. Don't miss out!

SARASOTA

5780 MIDNIGHT PASS ROAD 710

2 Beds

2 Baths

1,473 Sq.Ft.

$925,000

MLS#: A4606231

Rare opportunity to experience the ultimate Siesta Key lifestyle in this beautifully appointed, turnkey furnished 2-bedroom, 2-bathroom coveted end unit condo on the desirable second floor, perfectly positioned with direct access to Siesta Key Beach through the exclusive private Tivoli beach entrance. Be captivated by the stunning gulf views and spectacular sunsets from your updated unit featuring a welcoming foyer, a gourmet kitchen with granite countertops, stainless steel appliances, washer/dryer plus a breakfast area, spacious living/dining room with engineered wood floors, and modern bathrooms. Enjoy seamless indoor-outdoor living with sliding doors from both the living room and master bedroom opening to your own private 30 ft balcony overlooking the resort-style pool and the sparkling Gulf. Both bedrooms offer generous closet space including owners’ closets for your convenience. The Tivoli resort is second to none, offering premier amenities: Owners Penthouse Clubroom including a kitchen with unparallelled panoramic Gulf and beach views, very possibly the best on Siesta Key, private beach access, heated pool, tennis/pickleball court, putting green, and a recreation/game room, and outside barbeque area for grilling and picnics. Enjoy the convenience of a private storage unit, a covered underbuilding parking space, plus an onsite rental manager. With a liberal weekly rental policy, this is the ideal investment opportunity. Added bonus for owners is access to a 1 bed/1 bath condo on the penthouse floor for weekly rentals, owned and managed by the association. This well-maintained resort has undergone extensive renovations to ensure peace of mind and a luxurious lifestyle including a new roof in 2023, hurricane-proof windows and sliders in 2006, tennis/pickleball court resurface in 2020. Tivoli is extremely convenient with such a prime location - less than a mile to Siesta Village where quaint boutiques and unique eateries await your discovery and is less than 8 miles to the vibrant culture of Downtown Sarasota. Unit 207 is ideal for both personal enjoyment and lucrative weekly rentals. Don’t miss your chance to own this unique and exceptional piece of paradise!

SARASOTA

625 BEACH ROAD 207

2 Beds

2 Baths

1,352 Sq.Ft.

$925,000

MLS#: A4647130

Discover an incredible opportunity to own a stunning townhouse in the heart of Sarasota’s historic Laurel Park District. Step through the gated, low-maintenance front yard overlooking the community fountain, and you will enter a foyer that leads to the luxury of a private elevator providing effortless access to every level of the home. Designed for both comfort and entertaining, the expansive living area features an open-concept kitchen that seamlessly flows into the dining and living spaces. The kitchen is a chef’s dream, with stainless appliances, solid stone countertops, and a stunning designer tile backsplash. Adjacent to the main living area you will find a half bath for you and your guest’s convenience. The 3rdlevel of the home is dedicated to the owner’s primary suite offering a spa-like bathroom featuring a large walk-in shower, a beautiful double sink vanity with extraordinary counter space and cabinets, elegant tile work, and a custom walk-in closet. Just steps from the primary suite, there is a well-appointed laundry area complete with a washer, dryer, and a large wash sink for added convenience. Adjacent to the primary suite, you will find a space perfect for a small office, TV area, playroom, or even a small library. The top level offers two additional en-suite bedrooms, providing ample space for guests or family. Beautiful engineered hardwood floors run throughout, complemented by beautiful tile in all the bathrooms along with a neutral color palette that suits any style. As an end unit, this home is filled with natural light, thanks to additional windows adorned with custom wood and fabric blinds. Every level features two balconies, creating a seamless blend of indoor and outdoor living. This exceptional downtown residence also includes a private two-car garage, and a large storage closet. Embrace the best of downtown living in this low-maintenance home, ideally situated within walking distance of Sarasota’s vibrant Main Street, the Bayfront, top-rated restaurants, art galleries, unique boutiques, close proximity to the airport, and three grocery stores. Enjoy the benefit of the Legacy Trail with miles of scenic views, several parks—including Laurel Park and Payne Park, which offers opportunities for amazing dog walks and a dog park—several tennis courts, a well-equipped play area for children, and much more. This home, with low HOA fees, also offers the benefit of being located close to Sarasota’s renowned beaches, including Siesta Key and Lido Beach. You do not want to miss this amazing opportunity to experience city living at its finest—right at your doorstep.

SARASOTA

512 LAUREL PARK DRIVE

3 Beds

3 Baths

3,050 Sq.Ft.

$925,000

MLS#: A4641630

Welcome to Siesta Keys most prestigious resort community. This end unit is full of natural sunlight with views of lakes, fountains, 2 swimming pool, beach and the beautiful Gulf of Mexico. Gulf & Bay Club is 32 acres of gated resort grounds with 800 sq. ft. of pristine, private beach. Amenities include 3 heated swimming pools, tennis, pickleball, saunas, electric car charging stations, new fitness center and lovely clubhouse. This unit is the preferred floor plan with delightful balcony overlooking the beach sunsets. Balcony has sliding windows and screens to make it's usage versatile. Eat-in kitchen Is fully stocked and the unit comes fully furnished. Ready to use as your beach home or collect rental income during season. Beach trolley zips you up and down the island so no need to drive. Short trip to the fun and diverse village or just hang at one of the most beautiful beaches in the USA.

SARASOTA

5780 MIDNIGHT PASS ROAD 410

2 Beds

2 Baths

1,361 Sq.Ft.

$925,000

MLS#: A4649821

#A4603447

SARASOTA

1771 RINGLING BOULEVARD 604

2 Beds

2 Baths

1,911 Sq.Ft.

$925,000

MLS#: A4603447

Discover an unparalleled luxury estate opportunity in the exclusive gated enclave of Casa Di Compagni, where privacy and prestige converge in an intimate community of just 16 homesites. This hidden gem spans 8.33 sprawling acres, offering the perfect setting for an equestrian retreat or a grand custom residence in one of Sarasota’s most coveted locations.

With a minimum build requirement of 3,000 sq. ft., this estate-sized parcel provides the freedom to craft your dream home, surrounded by unspoiled natural beauty and tranquility. As a rare bonus, the owner has an HOA-approved blueprint for a stunning 5,095 sq. ft., 5-bedroom custom estate, complete with an additional 1,000 sq. ft. detached garage and a site plan survey available for review—ensuring a seamless start to your vision.

Equestrian enthusiasts will delight in the expansive acreage, ideal for stables, paddocks, and riding trails, all within the serenity of this peaceful, private neighborhood. Despite its secluded ambiance, Casa Di Compagni is just minutes from Sarasota’s world-class amenities, including pristine beaches, fine dining, upscale shopping, championship golf courses, and top-rated schools.

This is more than just land—it’s an invitation to create an extraordinary estate in a truly exclusive setting. Opportunities like this are rare—schedule your private tour today and take the first step toward your dream lifestyle!

SARASOTA

CASSATA ROAD

None Beds

None Baths

9.0 acres

$925,000

MLS#: A4639679

One or more photo(s) has been virtually staged. Your Sarasota Dream Home Awaits: PRIME LOCATION Modern Elegance Near Siesta Key & Downtown! Welcome to your beautiful move-in ready home in a highly sought-after Sarasota neighborhood! Built in 2017, this stunning 4-bedroom, 3.5-bath residence offers the perfect blend of modern living and everyday comfort for those seeking sophisticated design, stylish interiors, and a prime location within Sarasota, Florida. Imagine a lifestyle where you're just minutes from the world-famous Siesta Key Beach (ranked #1 in 2025!), top-rated schools, and the vibrant Downtown Sarasota scene. Step inside and be greeted by soaring 20-foot ceilings and an abundance of natural light in the expansive great room – an ideal space for entertaining friends or enjoying quality family time. The heart of this home is the gourmet kitchen fit for a chef, featuring high-end KitchenAid stainless steel appliances, including a sleek induction cooktop, soft-close drawers, and a generous pantry. Seamlessly transition to your custom-covered patio, perfect for al fresco dining and enjoying the Florida sunshine. The private, tropical lush backyard, pampered by pros, is your personal oasis, complete with a sparkling pool surrounded by mango and lemon trees – imagine weekend barbecues and refreshing swims! Retreat to the serene main-level primary suite, your private sanctuary. The spa-inspired en suite bathroom boasts dual vanities, a walk-in shower, and an oversized closet that feels like a dressing room. Convenience is key with the laundry room conveniently located off the kitchen and a stylish powder room for guests. Upstairs, a cozy loft area provides flexible space for a home office, playroom, or media center. Three additional bedrooms offer plenty of room for family or guests. The first upstairs bedroom features its own en suite bathroom and private balcony – a perfect spot to enjoy the gentle Sarasota breezes. Two more well-sized bedrooms share a beautifully appointed bathroom. Beyond the exquisite interiors, this home offers an unbeatable lifestyle. Enjoy quick trips to the soft quartz sands of Siesta Key Beach, explore the boutiques and restaurants of St. Armands Circle, or easily grab groceries at the nearby new Publix at The Landings. Families will appreciate the proximity to top-rated Sarasota schools. This meticulously maintained home boasts 2,471 square feet of thoughtfully designed living space and a spacious 2-car garage, large enough for all your toys. It’s more than just a house; it’s your gateway to the coveted Sarasota lifestyle. This home is perfect as a primary residence, vacation home or an investment! Located in a high and dry neighborhood in Flood Zone X, therefore Flood Insurance is NOT required, plus there is NO HOA or CDD Fees. Enjoy peace of mind knowing this home is solidly constructed, withstood hurricane-force winds and has not experienced any flooding. Schedule your showing today and imagine your life thriving here.

SARASOTA

2246 FIESTA DRIVE

4 Beds

3 Baths

3,199 Sq.Ft.

$925,000

MLS#: TB8335630

Discover a lucrative investment opportunity with this turnkey 4-unit property at 3504 Estrada Street in the heart of Sarasota's Pinecraft neighborhood. This fully permitted income property promises a projected annual gross income nearing $100K, making it a prime prospect for savvy investors.

The property features five bedrooms and four bathrooms across 2,201 square feet of beautifully renovated space, complemented by high-end finishes, updated kitchens and bathrooms, and upgraded flooring. The 6,072 square foot lot includes dedicated on-site parking, ensuring convenience for residents.

Each unit is offered fully furnished with a $40K inventory of furniture, TVs, kitchenware, and décor, ensuring a seamless transition for new owners. Tenants will enjoy amenities such as air conditioning, central heating, common laundry facilities, and private outdoor spaces. The property also boasts a spacious porch and access to a playground, providing a welcoming environment for residents.

Located close to local favorites like Yoder's, Der Dutchman, and Pinecraft Park, and just a short drive to Siesta Key Beach and Legacy Trail, this property offers guests a wealth of dining, shopping, and entertainment options. With proven rental success and room to boost revenue, this is a compelling opportunity for those seeking a hands-off, high-yield investment in a vibrant community.

SARASOTA

3504 ESTRADA STREET

5 Beds

None Baths

2,643 Sq.Ft.

$925,000

MLS#: A4658671

#A4659647

SARASOTA

858 HUDSON AVENUE 858

3 Beds

2 Baths

1,533 Sq.Ft.

$925,000

MLS#: A4659647

New on site 2 days ago

Proudly Introducing Gracious Elegance in The Lakes Estates. Welcome to this beautifully designed, true 5-bedroom, plus office space off the primary bedroom, 3-bath residence offering 3,364 square feet of nicely appointed and thoughtfully planned living space. No pool, no worries, the community pool is only 50 yards away. Showcasing timeless architecture and traditional charm, this home blends classic elegance with everyday comfort. A brick-floored portico and double glass doors create a gracious welcome, opening to an inviting foyer that sets the tone for the refined interior. The formal living room features a cozy fireplace and French doors, ideal for both quiet evenings and entertaining. Designed for both style and function, the island kitchen boasts stone countertops, high-end appliances, a breakfast café with buffet and wine cooler, and opens to a spacious family room with custom built-ins and a second fireplace. Plantation shutters, cathedral ceilings, and skylights add light, warmth, and character throughout. The generous primary suite is a true retreat with a customized wardrobe room and a spa-like bath with double vanity, soaking tub, and separate shower. Adjacent to the suite is a handsome office with built-ins and French doors. A delightful sunroom with floor-to-ceiling windows spans along the rear of the home, offering serene views and seamless access to an outdoor entertaining patio with grilling station and fire pit. Lush landscaping surrounds the property, creating a peaceful, shaded sanctuary. Additional highlights include a formal dining room, 2 car garage and spacious lot offering privacy and curb appeal. Located in one of Sarasota’s most sought-after deed-restricted communities, The Lakes Estates offers an exceptional lifestyle with tree-canopied streets, nature preserves and lakes, and resort-style amenities—including 2 swimming pools, tennis courts, fitness center, clubhouse, playground, and scenic walking trails. Enjoy unmatched convenience from this central location with easy access to UTC mall, I-75, Lakewood Ranch business parks, public Bobby Jones Golf Club and Urfer Family Park. The Lakes also hosts an active social calendar with Saturday coffee hours, family game nights, bingo, holiday events, and more—making it more than a neighborhood; it’s a true community where neighbors become friends. Living here means embracing a lifestyle that blends natural beauty, coastal charm, and cultural sophistication. From world-renowned beaches to the lively arts and theater scene, residents enjoy the perfect balance of relaxation and enrichment. Whether you're exploring boutique shops at St. Armands, kayaking through mangrove tunnels, or attending a performance at the Van Wezel Performing Arts Hall, every day brings new possibilities. With year-round sunshine, championship golf, award-winning schools, and a strong sense of community, the area offers an elevated yet laid-back lifestyle that’s truly one of a kind.

SARASOTA

1773 OAK LAKES DRIVE

5 Beds

3 Baths

4,534 Sq.Ft.

$925,000

MLS#: A4659045

An excellent value with premium amenities in a desirable Downtown location, this high-floor residence at Rivo boasts generous living space, elevated views, and a large terrace that invites a luxurious indoor-outdoor flow. Situated on the eleventh floor of the building’s preferred northeast corner, the home is oriented for gorgeous sunrise vistas, with a 16-foot wall of sliding glass doors enhancing unobstructed 270-degree views and expanding the open floor plan to the sizeable 20’ x 9’ balcony. Ideal for seasonal or full-time occupation, this home offers a notable price advantage for its size, with low monthly fees, two deeded parking spaces as well as plentiful guest parking, and an impressive array of amenities that include concierge, social activities, and more.
Beyond the home’s private foyer, the central living space is a seamless setting for comfort and convenience, encompassing a well-appointed kitchen with counter seating, a separate dining space, and a fantastic great room where double sliding doors showcase sky-high views and lead to the deep balcony for open-air dining and lounging.
A welcoming and brightly lit retreat, the primary suite enjoys oversized windows, a walk-in closet, and en suite with double vanity, soaker tub, and walk-in shower. For maximum privacy, the guest bedroom is situated on the opposite side of the residence adjacent to a second full bath. Adjacent to the living room, a third bedroom adds value as flex space for working from home or occasional hospitality. A separate utility room with large-capacity washer and dryer offers convenience, while refined finishes like hardwood floors, granite countertops, and recessed lighting underpin the thoughtful design.
Inspired by the elegance of luxury yachts, Rivo at Ringling features unique architectural details that celebrate maritime design, from a soaring atrium that welcomes natural light to the central conservatory, to large scale demilune windows and graciously curved private balconies. On the third floor, the amenity level includes a heated pool and spa with full sun and shade seating, grill station, fitness center, and conference and lounge spaces. Slightly east of Orange Avenue, Rivo’s Downtown address enjoys proximity to restaurants, shops, and the waterfront.

SARASOTA

1771 RINGLING BOULEVARD 1104

3 Beds

2 Baths

1,911 Sq.Ft.

$924,000

MLS#: A4649712

Updated Pricing! Fantastic opportunity in Lakehouse Cove! Live the luxury lifestyle in this beautifully upgraded 2-bedroom + Den, 2 bath home with a 3-car tandem garage, located in the highly sought-after community of Lakehouse Cove. This popular Halyard floorplan offers upgrades throughout with tray ceilings, great room with custom built-ins and spacious, open living areas. The chef' kitchen features a large island, walk-in pantry and ample workspace, perfect for hosting or everyday comfort. The private primary suite includes a custom-designed closet and direct, private access to the covered lanai, pool and spa - a perfect place to unwind. Th second bedroom offers its own generous walk-in closet while the flexible den is ideal for a home office or guest retreat. Impeccably maintained and thoughtfully designed, this home features a whole-house generator for peace of mind and uninterrupted comfort. Enjoy tranquil views of the lawns, boathouse and Lake Kingfisher. Lakehouse Cove's resort-style amenities are just steps away and include 6 pickleball courts, a boat house with kayaks, 2 dog parks, upscale fitness center, clubhouse with event space and a resort-style pool with cabanas and spa. This prime location provides direct access to the amenity center and is a short walk to Waterside Place, known for it's vibrant dining, shopping and community events. This the lifestyle you've been waiting for!

SARASOTA

7983 SANDSTAR WAY

2 Beds

2 Baths

3,230 Sq.Ft.

$919,000

MLS#: A4656049

Commanding a prime corner position on Sarasota's most exclusive peninsula, this corner unit offers a rare blend of spacious elegance, refined privacy, and unforgettable sunset views. This beautifully furnished residence boasts a larger than standard foor plan with expansive glass showcasing wide, unobstructed vistas of Sarasota Bay and the iconic Ringling Bridge, a mesmerizing backdrop as the sun sets in vibrant color each evening. Natural light fills every inch of this sophisticated coastal retreat, where modern design meets timeless luxury. Just moments from downtown Sarasota's cultural venues, fine dining, and marinas, this one of a kind home delivers the ultimate in waterfront living.

SARASOTA

226 GOLDEN GATE POINT 44

2 Beds

2 Baths

1,396 Sq.Ft.

$900,000

MLS#: A4658427

RARE OPPORTUNITY TO PURCHASE A FREE-STANDING BUILDING AND ESTABLISHED BUSINESS ON BEE RIDGE ROAD (crossroad of Murdock next to the Firehouse on the South Side of Bee Ridge). ALL interior Furnishings, Equipment, tables, TV, Washer, Dryer and all Nail Supplies convey (what you see inside is what you get). This has been an established and productive nail salon since 2009! Keep it as a Nail Salon or use for retail, Spa, professional office, health care, Coffee Shop or whatever you dream it to be. The potential of this space and location is endless. Low Tax Bill and NOT in a flood zone. Survey is available. Metal Roof and Hurricane Windows. Located 3 miles West of I-75. NO HOA! If utilizing as a nail salon, there are 7 stations for nails and 6 pedicure chairs. There is also a private room, used for waxing. The fences on each side of the building could be taken down to allow access to drive through to the back of the property for additional parking. Currently, the only parking is in the front.

SARASOTA

3080 BEE RIDGE ROAD

None Beds

None Baths

2,040 Sq.Ft.

$900,000

MLS#: A4628460

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