Refine Search
Map
Sort by
101 S Gulfstream Avenue Unit # 4A, Sarasota
$450,000
2 Beds ⋅ 2 Baths ⋅ The 101 Condominium SubDv. ⋅ 34236 Zip Code
Virtually Staged. LIVE IN THE HEART OF THE ARTS ON PALM AVE AND GULFSTREAM downtown Sarasota, across from world famous Bayfront Park, marina and waterfront dining. This upgraded unit has impact windows and sliders, upgraded electrical and plumbing, an updated kitchen, and an open plan layout with tile floors and in-unit stack washer/dryer. Build your outdoor urban garden on your rare large patio deck with room for dining and lounging! This rare corner unit places you in the center of everything. Stroll to Sarasota Bay, Bayfront Park, a marina or O,Learys tiki bar, Marina Jack’s restaurants, theaters, art galleries, fine dining, the farmers market, and Whole Foods—all just steps away. Awesome Amenities & Views on the amenities level, this city-view residence offers the urbanite breathtaking Sarasota Bay sunsets from your doorstep. Enjoy direct access to the heated pool, club room, BBQ area, and state-of-the-art fitness/yoga rooms. The 101 Condominium is a prime downtown spot with extensive structural upgrades and major exterior renovation and has successfully passed its Milestone inspections, assuring an extended economic lifespan. Take advantage of this opportunity while it lasts.

101 S Gulfstream Avenue Unit # 4A, Sarasota
33 S Gulfstream Avenue Unit 704, Sarasota
$429,000
1 Baths ⋅ Gulfstream Towers SubDv. ⋅ 34236 Zip Code
Your pied-à-terre for city living in Sarasota awaits you in Gulfstream Towers! Where fully renovated interiors meet panoramic Sarasota Bay and Marina Jack views. This move-in ready residence offers the ideal combination of waterfront living, walkability, and flexible space design in one of downtown Sarasota’s most desirable locations. This light-filled residence features impact windows and doors and expansive glass framing unobstructed views of Sarasota Bay and Marina Jack. The interior has been fully renovated with high-end finishes, highlighted by a modern galley kitchen with quartz countertops, large single-basin sink, wine cooler, sleek cabinetry, stainless steel appliances, water filtration system, and LED accent lighting, all flowing seamlessly into the open living and dining areas. A standout feature is the Clei Italian custom-built Murphy bed system, allowing the space to effortlessly transition between a living area and bedroom, ideal for full-time living, seasonal use, or a lock-and-leave lifestyle. Additional highlights include tile flooring throughout, contemporary finishes, efficient layout, and abundant natural light. Located in a secure waterfront building, residents enjoy amenities including a heated pool with expansive furnished sun deck, fitness center, private storage, community/entertaining room with full kitchen and dining area, library, bike storage, and laundry facilities on each floor. With only 9 units per floor, the building offers a quiet, boutique feel. Prime downtown Sarasota location—just steps to Marina Jack, Bayfront Park, Selby Gardens, award-winning restaurants, theaters, the Sarasota Opera House, and year-round cultural events. Complimentary trolley service provides convenient access to St. Armands Circle and Lido Key beaches. Buyer to verify all measurements, HOA fees, rental restrictions, and pet policies.

33 S Gulfstream Avenue Unit 704, Sarasota
1350 Main Street Unit 502, Sarasota
$420,000
1 Beds ⋅ 1 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34236 Zip Code
Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.

1350 Main Street Unit 502, Sarasota
1221 N Palm Avenue Unit 303, Sarasota
$387,000
1 Beds ⋅ 1 Baths ⋅ Frances Carlton SubDv. ⋅ 34236 Zip Code
Own a piece of downtown Sarasota history! Set along iconic Palm Avenue in the heart of downtown Sarasota, the historic Frances Carlton offers a rare opportunity to own a piece of the city’s architectural and cultural history. Built in 1924 and listed on the National Register of Historic Places, this Mediterranean Revival landmark is a defining presence in Sarasota’s downtown, placing theaters, galleries, dining, the marina, and daily conveniences just steps from your door, while maintaining a sense of permanence and quiet elegance that has endured for nearly a century. Behind its distinctive pink façade, the Frances Carlton is an intimate boutique condominium of just 20 residences, thoughtfully maintained and known for its enduring construction and careful stewardship. The community is well managed with FULLY FUNDED RESERVES and has completed its Structural Integrity Inspection, reflecting a long standing commitment to preservation, planning, and peace of mind. Amenities include a private pool, landscaped garden and meditation areas, and gated reserved parking. Inside, this beautifully REMODELED one bedroom residence feels more like a small European home than a traditional condominium. The layout offers multiple defined rooms, creating a natural flow, privacy, and character that open plans simply cannot replicate. Windows on three sides fill the home with natural light throughout the day, while original architectural details and thoughtful updates strike a seamless balance between historic charm and modern comfort. The sunroom is a standout feature, framed by graceful arched windows OVERLOOKING PALM AVENUE, with a subtle glimpse toward the water beyond. It is a space equally suited for morning coffee, reading, or quiet reflection, and a reminder of the building’s timeless relationship with its surroundings. The kitchen and living areas have been tastefully updated, preserving the integrity of the home while enhancing everyday functionality. This is a residence for those who appreciate architecture, walkable downtown living, and a sense of place that feels established and enduring. A truly special offering in one of Sarasota’s most admired historic buildings, ideal as a full time home or an elegant pied-à-terre in the cultural heart of the city.

1221 N Palm Avenue Unit 303, Sarasota
1221 N Palm Avenue Unit 305, Sarasota
$370,000
1 Beds ⋅ 1 Baths ⋅ Frances Carlton SubDv. ⋅ 34236 Zip Code
Enjoy the vibrant pulse of the downtown Sarasota lifestyle in this elegant Spanish Mediterranean designed building ideally located steps away from the waterfront, theaters, fine dining establishments, cultural events, farmers markets, Selby Botanical Gardens, boutique shopping, Bayfront Island Park Marina and more. Step inside this historical building and be captivated by the European flare of the Frances Carlton, with higher ceilings and interesting architecturally designed windows throughout providing an abundance of natural light. This completely UPDATED condo offers a brand-new kitchen featuring high end appliances, a spa like bathroom, and larger custom closets for additional storage space. Recently painted throughout, this condo features new light fixtures, updated plumbing and electric, an in-unit washer and dryer, updated flooring and more. In addition to the spacious primary bedroom, you will find a versatile window filled bonus room with abundant natural light and glancing views of the bay. This coveted retreat can be utilized as a home office, library, and or guest space for visiting family and friends. The historic Frances Carlton is on the National Register of Historic Places built in 1924 and features 20 units, a private heated pool, courtyard and ideally located secure gated parking. Don’t feel like driving? Hop on the free Sarasota Bay Runner Trolley that has a stop right on Palm Ave for a free ride to pristine Lido Beach and St Armands Circle. Even more, this building has passed the state required engineering inspection (the first in Florida to do so) and has fully funded reserves. This condo has historic charm, exquisite architecture, and a downtown location with a vibrant atmosphere that cannot be beat. Schedule your private showing today.

1221 N Palm Avenue Unit 305, Sarasota
101 S Gulfstream Avenue Unit 15C, Sarasota
$290,000
1 Beds ⋅ 2 Baths ⋅ The 101 Condominium SubDv. ⋅ 34236 Zip Code
PRICE IMPROVEMENT!! Experience luxurious bayfront living in this stunning 15th-floor condo featuring 1 bedroom and 2 full bathrooms. Enjoy sweeping views of downtown Sarasota from the spacious balcony, equipped with a hurricane-rated sliding door for added peace of mind. The open floorplan is complemented by an updated kitchen and bathrooms, a walk-in closet, and a separate storage closet for added convenience. Located in the heart of downtown, this residence offers easy access to the marina and waterfront park. The building boasts premium amenities including a completely renovated lobby, community pool, clubhouse, and fitness center—perfect for enjoying the Sarasota lifestyle to the fullest.

101 S Gulfstream Avenue Unit 15C, Sarasota
33 S Gulfstream Avenue Unit 507, Sarasota
$275,000
1 Beds ⋅ 1 Baths ⋅ Gulfstream Towers SubDv. ⋅ 34236 Zip Code
One or more photo(s) has been virtually staged. Interior photos coming. AMAZING OPPORTUNITY to get a downtown waterfront condo for under $300,000! Be right in the middle of everything, from dining to shopping, to festivals and fireworks. Stroll to Marina Jack and Island Park or grab a coffee or wine just steps away. Very unique building in Mid Century Modern style designed in the Sarasota School of Architecture style. Live in the middle of everything - enjoy your bayfront view, Open plan great room with large impact windows, all for an excellent price. Owner must own for two years before renting. Don't miss this one.

33 S Gulfstream Avenue Unit 507, Sarasota
2121 Wood Street Unit 201, Sarasota
$215,000
2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code
Best Opportunity in Downtown Sarasota- Location is Key! Rarely available 2-bedroom, 2-bath second-floor corner unit in the highly sought-after CityWalk community. This gated enclave of just 71 residences offers an unbeatable downtown location with direct private access to the Legacy Trail and the expansive 29-acre Payne Park. This light-filled condo features a thoughtfully designed split-bedroom floor plan with comfortable living spaces, generously sized bedrooms, and two full bathrooms. BRAND NEW ROOF (2025), PVC Plumbing Waste Lines (2024), New Dishwasher, New Microwave, New Disposal; HVAC and Hot Water Heater (2020). Kitchen plumbing replaced (6-months), Bathroom plumbing fixtures (2021). Enjoy the convenience of in-unit laundry and relax on your private screened lanai—perfect for morning coffee or evening unwinding after a night out in downtown Sarasota. CityWalk residents enjoy a host of amenities, including a heated pool and spa, a well-equipped fitness center, and a pet-friendly environment. Within a short walk, you’ll find the vibrant heart of downtown Sarasota, offering abundant shopping, fine dining, and a thriving arts and cultural district. You’re also just minutes from world-renowned destinations such as Siesta Key Beach, Lido Key, and St. Armands Circle, as well as cultural landmarks like Marie Selby Botanical Gardens and the Sarasota Art Museum. The exceptional value of this beautiful condominium, combined with its prime downtown location and proven rental history, makes CityWalk one of the best opportunities in Sarasota’s emerging affordable downtown housing market. Perfect as a primary residence, seasonal retreat, or investment property—this is downtown living at its best!

2121 Wood Street Unit 201, Sarasota
2304 Ringling Boulevard Unit 101, Sarasota
$126,000
1 Beds ⋅ 1 Baths ⋅ Garden Apts SubDv. ⋅ 34237 Zip Code
H U G E P R I C E R E D U C T I O N!! **!! SELLER SAYS……SELL !!** Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Fresh paint, a full bathroom and a BIG WALK-IN CLOSET!! Newer kitchen appliances, counter tops and cabinets. This condo is light, spacious and accessible. This home also has its own reserved parking space and there is guest parking on site. The association has just updated the laundry facility with brand new washers and dryers. It is perfect as a weekend get-a-way, or as your primary residence. It is also in a rental friendly community and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy! Don’t let this deal get away from you.

2304 Ringling Boulevard Unit 101, Sarasota
2155 Wood Street Unit A26, Sarasota
$110,000
2 Beds ⋅ 2 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code
This is the one! Two bedroom, two bathroom, first floor, back corner unit, directly adjacent to Payne Park in highly desirable Downtown Sarasota at the Retro Chic Park Lane community! Split floor plan for privacy means a primary bedroom with ensuite bath & dedicated full bath for guests. Vintage details include custom built ins and original terrazzo floors! Open living area with glass sliders leads to an enclosed lanai overlooking the lushly landscaped courtyard with inground pool. Recent updates include a New Stove, Microwave, Refrigerator, Water Heater, Roof, Sewer Line & Parking Lot! Embrace the best of Sarasota living with the beautiful Payne Park at your doorstep featuring 29 acres of recreation & relaxation complete with walking trails, bike path, skate park, playground, frisbee golf, tennis courts & more! Dedicated parking space in front of unit, separate & secure storage space & two laundry facilities on site. Adjacent to Publix supermarket, & close proximity to Selby Botanical Gardens, amazing restaurants and urban amenities like the Bayfront Park, weekly farmers market & so much more including the boutiques of St. Armand's circle, white sands of Lido Beach & the world renowned Siesta Key! Perfect choice for a snowbird's winter retreat, in town escape, affordable primary residence or investment property!

2155 Wood Street Unit A26, Sarasota
2155 Wood Street Unit A14, Sarasota
$105,000
1 Beds ⋅ 1 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code
Charming one bedroom condominium in downtown Sarasota. Unbeatable location and price! Discover the convenience and comfort in this affordable one-bedroom, one-bath condominium near downtown Sarasota. With 639 square feet of living space, this inviting retreat offers a garden-view balcony overlooking a beautifully maintained courtyard, filling your home with natural light. Freshly painted, nice tile, new blinds and refinished cabinets with granite countertops. In an ideal location, this community provides easy access to Payne Park, downtown Sarasota and Legacy Trail, making it ideal for active lifestyles. Enjoy the amenities of Payne Park, featuring the Payne Park Tennis Center with 12 Har-Tru tennis courts, eight pickleball courts, disc golf, a skate park, picnic areas, a circus-inspired playground with a small splash area, rock climbing and other activities, an amphitheater and the popular Circus Park Café. For biking enthusiasts, the nearby Sarasota Legacy Trail offers over 23 miles of scenic, non-motorized trails connecting Venice to Sarasota. Publix is also conveniently nearby. Inside, the unit features a spacious living and dining area, a galley kitchen with a Samsung stainless refrigerator and range new in 2023 and a balcony offering serene courtyard views. This is a fantastic opportunity to add your personal touch at the lowest price for a one-bedroom unit in the community. Community features include a refreshing pool, a clubhouse with a library, one assigned parking space, onsite laundry and storage lockers. With a new roof (2023) and no flooding in recent storms, according to the owner, this property offers security and stability. Don’t miss this rare opportunity to own an affordable home in Sarasota’s prime location.

2155 Wood Street Unit A14, Sarasota
2304 Ringling Boulevard Unit 104, Sarasota
$95,000
1 Beds ⋅ 1 Baths ⋅ Garden Apts SubDv. ⋅ 34237 Zip Code
Opportunity awaits in this charming 1-bedroom, 1-bath first-floor residence with deeded parking in a highly desirable Sarasota location. Just steps from vibrant downtown Sarasota. This home places you close to theaters, fine and casual dining, entertainment, shopping, and the area’s renowned beaches. With convenient no-stair access and excellent fixer-upper potential, it is ideal as a primary residence, seasonal retreat, or income-producing investment. The unit is ready for updates and has been priced accordingly, offering exceptional value in a sought-after setting.

2304 Ringling Boulevard Unit 104, Sarasota

How much is your home worth?

Get instant property value now!