Downtown Sarasota Homes under $750,000

33 S Gulfstream Avenue Unit 307, Sarasota

1 Beds ⋅ 1 Baths ⋅ Gulfstream Towers SubDv. ⋅ 34236 Zip Code

NOW IS THE TIME - waterfront condo, in the heart of downtown Sarasota for this price! This beautifully redone one bedroom in one of the city's best kept secrets - Gulfstream Towers. Directly across from Marina Jack, walk to dining, nightlife, theatre and minutes to gorgeous area beaches. Perfect Pied a Terre to enjoy all Sarasota has to offer.

33 S Gulfstream Avenue Unit 307, Sarasota

$599,900

1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code

Welcome to The Strand of Sarasota with your own deeded boat slip! This tastefully furnished residence is the perfect blend of modern comfort and boater's paradise, featuring a private deeded boat slip for up to a 37 ft boat-your gateway to Sarasota Bay and the Gulf of Mexico. Perched on the 2nd floor right near door with easy access to main floor without need of the elevator. This home showcases an open, cozy great room enhanced by expansive impact-rated sliding glass doors which open out to your private terrace and automated shade for privacy. The thoughtfully designed floor plan includes a spacious primary suite with a generous walk-in closet, plus a versatile den with full size Murphy bed that can easily serve as a guest room or home office. Two full bathrooms and modern finishes throughout complete this move-in-ready residence. As a resident of The Strand, you'll enjoy resort-style amenities including a heated pool and spa, state-of-the-art fitness center, waterside fire pit and grills, EV charging stations, an on-site manager, and more. The boat slip comes with connected water and electricity, making it effortless to launch your next adventure on the water. Location, location, location! Situated close to vibrant Downtown Sarasota, you're minutes from world-class dining, shopping, cultural attractions, and pristine beaches. Whether you're seeking an active boating lifestyle or a serene retreat, or a great rental investment this is Florida living at its finest.

1703 N Tamiami Trail Unit 203, Sarasota

$529,000

2 Beds ⋅ 2 Baths ⋅ Cityscape At Courthouse Centre SubDv. ⋅ 34236 Zip Code

Experience a distinctive downtown lifestyle from this rare two-story penthouse residence at Cityscape at Courthouse Centre. Offering 2 bedrooms, 2 bathrooms, secure building access, elevator service, assigned under-building parking, and a thoughtfully designed multi-level floor plan, this unique residence combines the character of an urban loft with the comfort and privacy of a traditional home. Exposed ductwork adds an industrial-chic aesthetic, while the private balcony offers city views and the perfect place to enjoy your morning coffee or unwind at the end of the day. The separation between the living areas and private bedroom level creates an ideal balance for everyday living, entertaining, and hosting overnight guests. Perfectly positioned above Main Street, you'll find yourself immersed in the energy of downtown Sarasota, where award-winning restaurants, sidewalk cafés, artisan coffee shops, boutiques, theaters, galleries, fitness studios, and everyday conveniences are all just steps from your front door. Whether enjoying a morning walk along Sarasota Bay, an evening performance at the Sarasota Opera House, cocktails overlooking the marina, or one of the city's many art festivals and cultural events, this location places the very best of Sarasota within easy reach. Bayfront Park, Marina Jack, Marie Selby Botanical Gardens, Lido Beach, and the renowned shopping and dining of St. Armands Circle are all just minutes away. Thoughtfully maintained and freshly updated, the residence has been freshly painted and features new vinyl flooring, creating a clean, move-in-ready feel while preserving the distinctive architectural appeal of this rarely available floor plan. Hunter Douglas blinds are installed throughout, providing a sophisticated finishing touch along with enhanced comfort, privacy, and control of natural light. Whether you're seeking a full-time residence, a seasonal escape, or an elegant lock-and-leave retreat, this penthouse delivers an exceptional combination of location, style, comfort, and value in the heart of one of Florida's most desirable downtown destinations. Opportunities to own a two-story penthouse in Cityscape at Courthouse Centre are few and far between. Discover the possibilities, embrace Sarasota's vibrant urban lifestyle, and make this exceptional residence your own.

1990 Main Street Unit 3, Sarasota

707 S Gulfstream Avenue Unit 1006, Sarasota

$500,000

1 Beds ⋅ 2 Baths ⋅ Sarasota Town Of SubDv. ⋅ 34236 Zip Code

Experience the best of downtown Sarasota living from this exceptional 10th-floor residence at Essex House, ideally located at 707 S Gulfstream Avenue between Sarasota Bay, Palm Avenue and the heart of downtown. This elevated residence offers beautiful sunrise and moon views, impressive city outlooks and a unique feature rarely found elsewhere in the building: higher ceilings exclusive to the 10th floor, creating a more open and spacious feel. Essex House is an established 11-story, 76-residence condominium community offering a desirable combination of location, amenities, security and convenience. The residence includes one assigned parking space, access to private storage and bike storage, plus a new refrigerator and range installed in 2026. Recent building improvements provide added value and include a new roof in 2021, new pool deck in 2025, replacement of the rooftop air-conditioning system serving the interior common areas and hallways in 2025, a new fire-suppression pump in 2025 and generator improvements in 2025. There are currently no assessments, based on information provided by the association. Residents enjoy a heated saltwater pool, poolside gazebo, outdoor grilling and sink area, fitness center with weight and aerobic equipment, clubroom/social room, library, craft/wood working room and remodeled lobby. Essex House also offers key-fob building entry, security cameras throughout interior and exterior common areas, regular pest and fire inspections, and on-site management and maintenance Monday through Friday. The location is one of the strongest reasons to own here. Walk to Palm Avenue restaurants, galleries and boutique shopping, Burns Court, Sarasota’s Main Street, Marina Jack and the Sarasota Bay waterfront. Marie Selby Botanical Gardens is less than approximately half a mile away, while downtown festivals, the Sarasota Farmers Market, cultural venues and waterfront events are all nearby. Enjoy an easy approximately 3-mile trip to St. Armands Circle, with convenient access across the John Ringling Causeway to Lido Key and Sarasota’s Gulf beaches. Boaters will appreciate the downtown waterfront lifestyle, including access to Marina Jack, nearby boating events and the ability to arrive by boat at O’Leary’s Tiki Bar & Grill. If you are searching for a downtown Sarasota condo with water views, higher ceilings, resort-style amenities, secure access, on-site management, assigned parking, fitness facilities, saltwater pool, Sarasota Bay access and walkability to restaurants, galleries, shopping and the waterfront, this Essex House residence delivers a distinctive combination of location, lifestyle and long-term value.

707 S Gulfstream Avenue Unit 1006, Sarasota

101 S Gulfstream Avenue Unit 12C, Sarasota

$435,000

1 Beds ⋅ 2 Baths ⋅ The 101 Condominium SubDv. ⋅ 34236 Zip Code

LUXURY DOWNTOWN LIVING AT AN EXCEPTIONAL VALUE. Perched on the 12th floor of The 101 Condominium, this updated 1-bedroom, 2-bath residence offers nearly 1,000 square feet of light-filled interiors, a spacious private terrace, and vibrant city views in one of downtown Sarasota’s most coveted locations. As Sarasota’s skyline continues to evolve with new luxury towers, Unit 12C offers a rare opportunity to enjoy an established downtown address, refined amenities, and an enviable location at an attractive price point. Overlooking historic Palm Avenue, the residence is just steps from acclaimed galleries, boutiques, restaurants, and Sarasota’s cultural scene. Inside, the open floor plan features generous living and dining spaces, an eat-in kitchen with pass-through, a spacious primary suite with ensuite bath and walk-in closet, and a second full bath for guests. Directly across the street, Sarasota Bay, the Bayfront, and Marina Jack offer waterfront dining, boating, and deep-water docking, while Main Street is just one block away for even more dining, shopping, and nightlife. The 101 has recently completed an approximately $8 million modernization, including hurricane-rated sliding doors and windows, a redesigned lobby, and extensive structural improvements. Residents enjoy a heated pool, outdoor grilling area, fitness center and yoga room, library, movie theater, social room, and on-site management and maintenance. Just minutes from Lido Key, Longboat Key, and Siesta Key, Unit 12C delivers a compelling blend of luxury, location, and lifestyle in the heart of downtown Sarasota. For added convenience, Residence 12C is available for purchase furnished, if desired.

101 S Gulfstream Avenue Unit 12C, Sarasota

$244,900

2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code

Completely renovated and truly move-in ready, this ground-floor 2-bedroom, 2-bath condo in gated Citywalk puts you steps from Publix, Payne Park, the Legacy trail and everything downtown Sarasota has to offer. The work here is done. The kitchen was completely renovated less than three years ago with quartz countertops, new cabinetry, new appliances, and a reverse-osmosis drinking water system. Every appliance is under three years old, including a stackable washer and dryer added within the past year. The HVAC and ROOF are both about two years old, the electrical and plumbing have been updated, and the interior was freshly painted just four months ago. There is NO CARPET anywhere in this unit. This condo also has new hurricane impact windows and sliders for peace of mind. A light-filled living area opens through sliding glass doors to a private screened lanai with a garden view. The generous ensuite bedroom features a sliding barn door and a private bath, with a second bedroom and full bath for guests. Single-story living with no stairs, assigned parking, and solid block construction. The monthly fee covers water, exterior maintenance, grounds, fitness center and the community pool. No flood insurance required. The location is the rest of the story: walk to Payne Park for tennis, trails, and the playground, hop on the Legacy Trail, and reach Main Street's restaurants and theatre district in minutes. Downtown Sarasota and the world-renowned Gulf beaches are just a short drive away.

2121 Wood Street Unit 113, Sarasota

$579,000

1 Beds ⋅ 1 Baths ⋅ School Lot At Laurel Special Tax Dist 7 SubDv. ⋅ 34236 Zip Code

Experience ultimate downtown Sarasota living on beautiful State Street and Lemon Avenue! At just $ 579,000, this modern 750+ sq Ft boutique condo offers incredible city value, providing a sleek urban lifestyle at a fraction of the cost of mega-luxury brands nearby. Step inside to an open concept living room/kitchen combo flooded with natural light, featuring a spacious bedroom and bathroom. Relax on your private balcony overlooking the vibrant streetscape below. Unmatched city convenience awaits plus a secure covered parking space located directly outside your unit door on the 4th floor- no long elevator rides. Step right outside to the Saturday Farmers Market, top tier dining and boutique shopping. Live exclusively, live modern, and enjoy high-end downtown living without the astronomical price tag. Turn Key being sold fully furnished. Schedule your showing today.

1500 State Street Unit 402, Sarasota

707 S Gulfstream Avenue Unit 207, Sarasota

$750,000

2 Beds ⋅ 2 Baths ⋅ Essex House SubDv. ⋅ 34236 Zip Code

Welcome to this beautifully renovated downtown Sarasota residence, offering the perfect blend of modern finishes, thoughtful upgrades, and an unbeatable location. FULL IMPACT WINDOWS AND DOORS provide exceptional peace of mind while allowing natural light to fill the unit and showcase the beautiful surroundings. Completely renovated from top to bottom, this residence features new PVC plumbing, updated electrical, new ductwork, and quality upgrades throughout. Several windows are equipped with automatic blinds, providing effortless privacy and convenience while giving you complete control over the natural light throughout the day. From the moment you walk in, you’ll notice the bright, open feel of the unit and the stylish luxury vinyl flooring that runs throughout the entire residence. The redesigned kitchen features clean white cabinetry, modern white quartz countertops, GE stainless steel appliances, and plenty of storage, creating a beautiful and functional space for both everyday living and entertaining. The living room opens to a screened-in patio where you can relax and enjoy peaceful partial views of Sarasota Bay. The primary suite offers its own water views, a large walk-in closet, dual vanities, and a modern walk-in shower. The guest bedroom also enjoys partial water views and features elegant French doors with privacy glass, creating a comfortable and versatile space for visitors or a home office. The second full bathroom includes a shower/tub combination with updated finishes. Residents enjoy an excellent collection of amenities including a heated saltwater pool, expansive sun deck, grilling area, gazebo, club room, fitness center, workshop, secure building access, and an on-site manager. Located just steps from downtown Sarasota, this residence offers the convenience of being able to walk to some of the city's best attractions, restaurants, and entertainment. Enjoy evenings along the bayfront, dinner at local favorites like Owen’s Fish Camp, Hyde Park Prime Steakhouse, and Marina Jack, or take in a performance at the Sarasota Opera or Florida Studio Theatre. With St. Armands Circle, Lido Key, and Sarasota’s world-famous beaches just minutes away, this location truly puts the best of Sarasota at your fingertips. This is a rare opportunity to own a completely renovated residence in one of Sarasota’s most desirable downtown locations, combining modern upgrades, coastal views, and the ease of a true turnkey unit.

707 S Gulfstream Avenue Unit 207, Sarasota

$145,000

1 Beds ⋅ 1 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code

Completely updated one-bedroom, one-bathroom condo in the much sought after community of Park Lane. This home offers stylish, move-in-ready living in one of Sarasota's most convenient locations. Every detail has been thoughtfully updated, creating a home that blends modern finishes with effortless, low-maintenance living. The beautifully remodeled kitchen features quartz countertops, a glass tile backsplash, stainless steel appliances, and recessed lighting, with tile flooring throughout. The updated bathroom showcases a custom frameless glass shower enclosure, and additional improvements include new doors, new windows, and updated appliances, providing peace of mind for years to come. Conveniently located just across from Publix and minutes from Downtown Sarasota, you'll enjoy easy access to award-winning dining, shopping, theaters, Payne Park, Marina Jack, St. Armands Circle, Lido Key Beach, and the world-famous beaches of Siesta Key. The community maintains a peaceful residential atmosphere with no pets and no smoking permitted. Leasing is allowed with a minimum three-month lease, limited to two leases per year. Subleasing and commercial use are prohibited. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance Sarasota getaway, this beautifully updated condominium offers exceptional value, outstanding convenience, and true move-in-ready condition. Schedule your private showing today.

2155 Wood Street Unit A22, Sarasota

$320,000

1 Beds ⋅ 1 Baths ⋅ New Orleans Apts SubDv. ⋅ 34236 Zip Code

WONT LAST LONG ....LOW HOA.......ONE MONTH MIN. RENTAL.........EUROPEAN STYLE CONDO IN SARASOTA DOWNTOWN & WALKING DISTANCE TO SARASOTA BAY....NOT IN FLOOD ZONE......This second floor condo has one bedroom and one bath and the laundry room is located in common area downstairs. This magnificent getaway condo is minutes to walk by the Sarasota Bay and the fabulous restaurants and entertainment. St Armond circle and Lido beach is only minutes away for your pleasure. Please call for your private tour.

615 S Palm Avenue Unit 10, Sarasota

$620,000

2 Beds ⋅ 3 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code

This beautiful new paired home in Payne Park Village blends vibrant lifestyle spaces with top-quality craftsmanship. Achieve your interior design ambitions in the glamorous and spacious open-concept floor plan with beautiful laminate flooring and huge, energy-efficient windows that fill the home with cool natural light. The epicurean kitchen includes a breakfast island with quartz countertops and white 42"cabinets and a step-in pantry. Your elegant Owner's Retreat features luxury bathroom amenities and an enhanced walk-in closet. The downstairs bedroom provides a private bathroom and a brilliant place for growth and personalization. With Downtown Sarasota in your backyard, and direct access to legacy trail, you are sure to live your best life here in Payne Park Village.

2317 Lindstrom Street, Sarasota

$665,000

3 Beds ⋅ 4 Baths ⋅ Payne Park Village Ph Ii SubDv. ⋅ 34237 Zip Code

BEST DEAL in town!! Where modern sophistication meets the energy of downtown Sarasota, this exceptional three-story residence offers a lifestyle few homes can match. Designed with one of the community's most desirable layouts, the home features additional windows that flood the second floor with natural light, creating an atmosphere that feels bright, open, and effortlessly refined. Thoughtfully curated with designer finishes throughout, the home balances clean contemporary style with everyday comfort. At its heart, the chef's kitchen showcases sleek Quartz surfaces, premium appliances, abundant storage, and an oversized island that invites everything from casual mornings to elegant entertaining. The open-concept living spaces flow seamlessly to a private balcony, while a versatile first-floor suite with its own full bath offers the ideal space for guests, a home office, or a private retreat. Upstairs, the primary suite is a sanctuary of understated luxury, complete with a spa-inspired bath and expansive walk-in closet. Every detail has been carefully selected to create an atmosphere that is both sophisticated and welcoming. Completing the home is an oversized two-car garage featuring upgraded overhead storage on both sides serving as an exceptional convenience for organizing beach gear, bicycles, and seasonal essentials without sacrificing parking or living space. Beyond your front door, the Sarasota lifestyle truly comes to life. Just a short stroll away, Payne Park offers a lush urban oasis with scenic ponds, walking paths, tennis courts, and direct access to the Legacy Trail bringing nature, recreation, and wellness seamlessly into your everyday routine. Spend your afternoons exploring downtown's celebrated culinary and arts scene, then end the day with a sunset at Lido Key. Resort-style amenities including a sparkling pool, spa, cabana, and dog park complete this exceptional lifestyle. Rarely does a home combine exceptional design, abundant natural light, thoughtful functionality, and an unmatched downtown lifestyle so effortlessly and at such a low price! This is more than a residence, it's an invitation to experience Sarasota at its finest. Schedule your private showing TODAY before it’s gone !!

2505 Boone Court, Sarasota

Downtown Sarasota Homes under $750,000

Newest Downtown Sarasota Homes under $750,000

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