Downtown Sarasota Homes with Pool Community Features

Downtown Sarasota Homes with Pool Community Features

Welcome to Downtown Sarasota, a vibrant and charming community nestled in the heart of Sarasota County, Florida. This dynamic neighborhood is the perfect blend of urban sophistication and coastal allure, making it one of the most desirable places to call home in the Sunshine State.

Downtown Sarasota boasts a rich cultural landscape, with an array of art galleries, theaters, and boutique shops lining its picturesque streets. Residents enjoy easy access to some of the area’s finest dining options, ranging from casual eateries to upscale restaurants, all showcasing the freshest local seafood and international cuisine. The nearby Sarasota Bay offers breathtaking waterfront views and a plethora of recreational activities, including boating, fishing, and leisurely strolls along the scenic shoreline.

One of the standout features of homes in Downtown Sarasota is the abundance of properties with private pools. Imagine relaxing in your own oasis, soaking up the Florida sun or hosting gatherings with friends and family in your backyard paradise. These homes often come equipped with luxurious amenities, making them perfect for those who appreciate a lifestyle of comfort and leisure.

Community features in Downtown Sarasota are designed to enhance the quality of life for residents. With beautiful parks, lively community events, and a strong sense of camaraderie, this area fosters a welcoming atmosphere for all. Whether you’re a young professional, a growing family, or a retiree seeking adventure, Downtown Sarasota has something for everyone.

Explore the possibilities of living in Downtown Sarasota, where vibrant city life meets serene suburban charm, and discover your dream home with a pool today!

Newest Downtown Sarasota Homes with Pool Community Features

101 S Gulfstream Avenue Unit 5G, Sarasota
$559,999
1 Beds ⋅ 2 Baths ⋅ Dolphin Tower SubDv. ⋅ 34236 Zip Code
Discover sophisticated downtown Sarasota living at 101 South Gulfstream Avenue. This beautifully upgraded residence features a curated collection of designer furnishings, modern conveniences, and thoughtful improvements that create a refined, move-in-ready atmosphere. Notable improvements include brand new HVAC (2026), full water filtration system (2026), Bosch appliances (2026), custom doors and trim (2026), a shower wall and mirror, window treatments, and additional finishing touches. A custom climate system and thoughtfully selected lighting and furnishings further enhance the residence. The interior showcases stylish selections from Design Within Reach, including Nelson lamps, a Cassis storage bed, a silver side table, and Fritz Hansen bedside tables. These pieces are complemented by thoughtfully selected living and dining room furnishings, artwork, dressers, and a Sonos sound bar, creating a cohesive and contemporary aesthetic A turnkey opportunity for the right buyer: The seller is willing to include the furniture, décor, artwork, and additional furnishings with an acceptable offer. This flexible opportunity allows a buyer to enjoy a beautifully appointed residence with the potential to move in and immediately experience the Sarasota lifestyle, without the time and expense of furnishing and decorating from scratch. Furniture and décor inclusion is negotiable and subject to the terms of the offer. Ideally situated on South Gulfstream Avenue, this address offers convenient access to downtown Sarasota's dining, shopping, arts, and waterfront attractions. A distinctive opportunity to own a thoughtfully upgraded residence with designer style, quality details, and the potential for a truly turnkey experience in the heart of Sarasota.

101 S Gulfstream Avenue Unit 5G, Sarasota
1350 Main Street Unit 1409, Sarasota
$515,000
1 Beds ⋅ 1 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34236 Zip Code
Virtually Staged. Exciting resort-style living in the heart of downtown Sarasota! Enjoy sparkling city views and effortless urban living from this beautifully appointed 14th-floor, one-bedroom end-unit condominium at 1350 Main, a luxurious 17-story building in an exceptional location. High ceilings, abundant natural light, tall windows and sliders create an airy, inviting ambiance. The contemporary kitchen features sleek Italian Lineaquattro cabinetry, Ubatuba granite countertops and stainless steel KitchenAid appliances. Motorized shades, in-unit laundry and a relaxing terrace add everyday enjoyment. With an impressive 97/100 Walk Score, you’re near restaurants, cafés, boutiques, galleries, theaters, the vibrant arts scene, deep-harbor docking and scenic bayfront. Stay home and indulge in resort-style amenities including a heated lap pool and spa, grilling areas, fitness center, steam rooms, catering kitchen, social and business rooms, plus secure entry and 24-hour concierge service. The best of downtown Sarasota living, right at your doorstep. Features include a 2023 air-conditioning system, softened and filtered water is included, parking space #437, and storage #417.

1350 Main Street Unit 1409, Sarasota
500 S Palm Avenue Unit 32, Sarasota
$2,895,000
3 Beds ⋅ 5 Baths ⋅ Tessera SubDv. ⋅ 34236 Zip Code
Virtually Staged. Water views take center stage in this rarely available residence at Tessera, ideally positioned on Renowned Palm Avenue in the heart of downtown Sarasota. Offering 3,315 square feet of refined living space, this exceptional condominium combines Sarasota Bay views, remarkable privacy, and an enviable downtown location. Tessera is prized for its quiet, serene setting while remaining effortlessly connected to the energy of downtown. With just 24 private residences and only two residences on this floor, the building offers an elevated sense of privacy with no shared common walls. The thoughtfully designed split-bedroom floor plan features a private office near the gallery entry, Three en-suite bedrooms, including an expansive primary retreat. The spacious primary suite showcases water views and direct access to the terrace with an oversized walk-in closet, and a additional walk-in closet within one of the 2 primary baths. The Great Room is wrapped in floor-to-ceiling glass, capturing Sarasota's ever-changing coastal beauty and creating an effortless connection to the spectacular bay view wraparound terrace. Extending from the Great Room to the kitchen, the terrace provides an exceptional setting for morning coffee, sunset entertaining. The interior includes immaculately refinished kitchen cabinetry, quartz countertops open-concept kitchen with kitchen dining nook, new backsplash and modern hardware. The office/ den with custom high-end cabinetry provides an ideal space for work or relaxation. A private entrance to one of the en-suite bedrooms offers flexibility for guests, or live-in assistance. Additional conveniences include a private on-floor storage room and building-wide water detection system. Tessera's fully updated 2024 amenities include a heated 60-foot pool with sun deck, whirlpool spa, and state-of-the-art fitness center. The lobby and community spaces have also been beautifully redesigned by JKL Design. A pet-friendly building, Tessera additionally offers a grilling area and bicycle storage. Step outside and experience the best of downtown Sarasota. Located just steps from Main Street, Burns Court, the Bayfront, and Marie Selby Botanical Gardens, Tessera places shopping, galleries, dining, arts and culture, and waterfront recreation at your doorstep. Enjoy an easy walk or bike ride across the Ringling Bridge, or convenient access to St. Armands Circle and Lido Beach. A rare opportunity to experience expansive water views, exceptional privacy, polished interiors, and effortless downtown Sarasota living from one of Palm Avenue's most desirable addresses.

500 S Palm Avenue Unit 32, Sarasota
33 S Gulfstream Avenue Unit 702, Sarasota
$399,000
1 Beds ⋅ 1 Baths ⋅ Gulfstream Towers SubDv. ⋅ 34236 Zip Code
Sweeping Bay & Marina Views from a West-Facing 7th-Floor Residence The view is the star of this west-facing 7th-floor residence at Gulfstream Towers. Expansive windows and a converted enclosed balcony capture sweeping views of Sarasota Bay and Marina Jack, filling the space with natural light and offering a front-row seat to Sarasota’s spectacular sunsets. Located directly across from Marina Jack and Bayfront Park at the edge of downtown Sarasota, this one-bedroom residence combines an exceptional high-floor position with one of the city’s most walkable locations. Step outside to Main Street restaurants and cafés, galleries, theaters, boutiques, Selby Gardens and the waterfront—or enjoy the scenery and holiday fireworks without leaving home. The residence is offered turnkey furnished and is ready to enjoy as-is or update to your own style. Either way, the most important elements are already here: western exposure, abundant light, an elevated setting and wide-open water views that can’t be recreated. Gulfstream Towers offers a large bayfront pool and sundeck, fitness center, social room and library, community kitchen, BBQ grills, shared laundry on each residential floor, and one assigned covered parking space. Just minutes from Lido Beach and St. Armands Circle, this is a wonderful opportunity to create your own downtown Sarasota retreat in a truly special setting.

33 S Gulfstream Avenue Unit 702, Sarasota
1255 N Gulfstream Avenue Unit 204, Sarasota
$895,000
2 Beds ⋅ 2 Baths ⋅ Bay Plaza SubDv. ⋅ 34236 Zip Code
Bay Plaza is the ‘concierge building’ with service being their top priority. Located in the vibrant cultural neighborhood of Downtown Sarasota, lifestyle is at your fingertips and footsteps. The pedestrian friendly location offers scores of restaurants, outdoor cafes, The Florida Studio Theatre, The Sarasota Opera House, Art Ovation Hotel, Wholefoods, Marina Jack and the Bayfront all within a few blocks. Once home to a Tony Award-winning producer, the residence reflects a thoughtful appreciation for artistry, entertainment, sophisticated living, while being a welcoming oasis. Totally remodeled with an airy Coastal Contemporary design, the residence offers1843 SF of generous living space, split floorplan of 2 en-suite bedrooms, large great room, dining area, and two balconies framed by lush greenery, a peek-a-boo water view, comfortable shade and birdsong. With textures, details, millwork, built-in shelving, 9.6 ‘ceiling height, elegant lighting, luxury vinyl flooring, the aesthetic is cohesive and warm. The remodeled kitchen is bright and cheerful with stone countertops, delightful tile backsplash, custom cabinetry and a friendly bar opening to the main room fitting 2 bar stools. There is extended flexible space by the kitchen door for a bistro table or desk. The living room expands with sliding glass doors opening to the spacious balcony. The shiplap wall texture, built in contemporary shelving adds to the coastal contemporary design as does the subtle separation of the dining area which is open yet separate. This offers a marvelous flow for entertainment and service. The primary suite has coffered ceilings, built-in shelving for books and art, sliding glass doors opening to its own private wonderful balcony. There are 2 walk-in closets, and a remodeled spa like bath with extra built in storage closet. It is a very sweet suite! The second bedroom lights up with big windows and sliding glass doors to the main balcony. A walk-in closet offers excellent storage, and the adjacent remodeled full bath houses your stacked washer/dryer. Perfectly located in the heart of the arts and dining scene, 2 miles to St. Armand’s Circle and Lido Beach, Bay Plaza offers solicitous services for their residents. These include: 24- hour concierge, valet, on-site management and maintenance, dry cleaner drop-off and pick-up days, food deliveries, all accommodating their residents’ needs. Further amenities include fitness center with sauna, steam rooms, heated pool, spa, patio, grill, EV charging stations, elegantly appointed lobby with lovely social areas, library, media room. Residence 204 offers the opportunity to live immersed in Sarasota’s artistic soul, where culture, sophistication and simple elegance converge creating an extraordinary lifestyle. A home is for those who appreciate that the finest luxury is not simply where you live, but how you live.

1255 N Gulfstream Avenue Unit 204, Sarasota
340 S Palm Avenue Unit 101, Sarasota
$3,695,000
3 Beds ⋅ 4 Baths ⋅ Sarabande SubDv. ⋅ 34236 Zip Code
Virtually Staged. Exceptional scale and unobstructed Bay and Gulf views with southwest exposure, define this three-bedroom, four-bath home on the 10th floor of Sarabande’s south building. A double-door entry opens to a gracious foyer and beautifully proportioned interiors that live more like a sophisticated single-family home than a traditional condominium. Beyond the foyer, an expansive great room is framed by walls of glass showcasing sweeping waterfront vistas, while two terraces invite Bay breezes and spectacular sunsets. The well-appointed kitchen features Sub-Zero refrigeration, an induction cooktop, granite countertops, an oversized island and wood cabinetry, all complemented by magnificent water views. The kitchen flows seamlessly into a casual dining area and separate family room with floor-to-ceiling windows and direct terrace access. The primary suite is a private retreat with the rare luxury of separate his-and-her bathrooms and three generous walk-in closets. A dedicated study completes the thoughtfully designed floor plan. The unit conveys with 2 assigned parking spaces as well as a storage unit. Sarabande complements its premier location with an impressive collection of lifestyle and wellness amenities, further elevated by recent refinements including new elevators, a freshly painted exterior, and a thoughtfully updated lobby and common areas. Residents enjoy two pools, including a dedicated lap pool, a spa and steam room, a state of the art fitness center with a private space for personal massage services, and an outdoor grilling area for relaxed poolside enjoyment. A club room provides an inviting setting for social events, in addition to a board/conference room and two guest suites. Ideally positioned on coveted Palm Avenue, Sarabande is one of downtown Sarasota’s most established luxury addresses, distinguished by its substantial floor plans, waterfront setting and proximity to the city’s finest offerings. The Bayfront, Marina Jack, Main Street, acclaimed restaurants, galleries, theaters and boutiques are all just moments away, placing the very best of Sarasota just outside your door.

340 S Palm Avenue Unit 101, Sarasota
33 S Gulfstream Avenue Unit 307, Sarasota
$329,900
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
1350 Main Street Unit 1208, Sarasota
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34236 Zip Code
Enjoy elevated downtown Sarasota living from this beautifully maintained 12th-floor residence at 1350 Main. This spacious 2-bedroom, 2-bath condominium offers approximately 1,336 square feet with a desirable split-bedroom floor plan, polished marble flooring, and expansive views of Sarasota Bay and the Gulf. The open kitchen features granite countertops, Italian cabinetry, a breakfast bar, and views toward the iconic Ringling Bridge. The generous primary suite offers a walk-in closet and a spacious bath with dual sinks, soaking tub, and separate shower. Both bedrooms and the living areas capture beautiful water and city views, while the private terrace provides the perfect setting to enjoy spectacular Sarasota sunsets. Residents enjoy a full-service downtown lifestyle with concierge service, secure garage parking, fitness center, heated pool, spa, social and recreation areas, and additional storage. Ideally located in the heart of downtown Sarasota, just steps from acclaimed restaurants, shopping, Whole Foods, the Sarasota Farmers Market, arts and entertainment, and the bayfront. A wonderful opportunity to experience the best of Sarasota from an exceptional downtown location.

1350 Main Street Unit 1208, Sarasota
1703 N Tamiami Trail Unit 203, 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
1233 N Gulfstream Avenue Unit 401, Sarasota
$1,450,000
2 Beds ⋅ 3 Baths ⋅ Marina Tower SubDv. ⋅ 34236 Zip Code
Waterfront Living in the Heart of Downtown Sarasota. Experience the best of Sarasota’s waterfront and downtown lifestyle from this spacious fourth-floor residence in Marina Tower. Offering approximately 1,940 square feet, this beautifully designed condominium features two generous bedrooms, two full bathrooms, a powder room and a versatile office nook ideal for working from home or creating a quiet reading space. An open-concept living and dining area is filled with natural light through floor-to-ceiling glass doors that frame sweeping views of Sarasota Bay, the marina and the Gulf beyond. Step onto the private balcony to enjoy the waterfront scenery, passing boats and unforgettable Florida sunsets. The thoughtfully arranged interior includes stone countertops, built-in features, crown molding, generous storage, walk-in closets and a private laundry room. Two secured garage parking spaces complete the residence. Marina Tower is a full-service, pet-friendly waterfront community offering 24-hour concierge and security, a heated pool and spa, fitness center, gated parking, additional storage and a guest suite for residents’ visitors. Located directly along Sarasota’s bayfront, this residence places Bayfront Park, Marina Jack, restaurants, boutiques, coffee shops, theaters, galleries and the city’s celebrated cultural attractions within easy reach. Unit 401 offers an exceptional opportunity to enjoy waterfront serenity, full-service living and the energy of downtown Sarasota from one remarkable address. Marina Tower offers a full-service lifestyle with 24-hour concierge and security, a heated pool and spa, fitness center, secure parking, storage, and resident guest accommodations. Located directly along Sarasota Bay, this premier downtown address puts Bayfront Park, Marina Jack, restaurants, galleries, theaters, shopping, and Sarasota's vibrant cultural scene just steps away. Enjoy the best of waterfront and downtown living from one of Sarasota's most desirable locations.

1233 N Gulfstream Avenue Unit 401, 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
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