Downtown Sarasota Homes with Trees/Woods View

Downtown Sarasota Homes with Trees/Woods View

Welcome to Downtown Sarasota, a vibrant gem nestled in the heart of Sarasota County, Florida. This thriving urban enclave offers a unique blend of cultural richness, scenic beauty, and a lifestyle that is both dynamic and serene. Known for its stunning waterfront views, Downtown Sarasota is a haven for art enthusiasts, culinary aficionados, and outdoor lovers alike.

As you explore this charming neighborhood, you’ll discover an array of homes that perfectly complement the lush surroundings. Many properties feature breathtaking views of trees and woodlands, providing a tranquil escape from the hustle and bustle of city life. Imagine waking up to the gentle rustle of leaves and the soothing sounds of nature, all while being just steps away from the vibrant energy of downtown.

The homes in Downtown Sarasota are thoughtfully designed, offering spacious layouts and modern amenities that cater to today’s lifestyle. Whether you’re seeking a cozy condo or a luxurious single-family home, you’ll find a variety of options that embrace the beauty of their natural surroundings. Large windows and open spaces allow for plenty of natural light, creating a warm and inviting atmosphere.

Beyond the homes, Downtown Sarasota boasts a wealth of attractions, including art galleries, theaters, and exquisite dining options. With beautiful parks and waterfront access, residents can easily enjoy outdoor activities, from leisurely strolls to invigorating bike rides.

Discover the charm of Downtown Sarasota, where the allure of urban living meets the tranquility of nature. Embrace a lifestyle that offers the best of both worlds in this picturesque Florida paradise.

Newest Downtown Sarasota Homes with Trees/Woods View

$325,000
1 Beds ⋅ 1 Baths ⋅ Gulfstream Towers SubDv. ⋅ 34236 Zip Code
Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.

33 S Gulfstream Avenue Unit 404, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Bay Plaza SubDv. ⋅ 34236 Zip Code
One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.

1255 N Gulfstream Avenue Unit 205, Sarasota
$3,295,000
3 Beds ⋅ 4 Baths ⋅ The Edge Sarasota SubDv. ⋅ 34236 Zip Code
Under Construction. Move in this year! Residence 7B at The Edge Sarasota captures the essence of refined urban living in the heart of downtown’s vibrant Arts District. This impeccably designed three-bedroom, three-bath corner residence spans over 3,500 square feet, with floor-to-ceiling windows that fill the home with natural light. An open-concept layout is complemented by soaring ceilings and a chef-inspired kitchen featuring Italian cabinetry, quartz countertops, and a premium Sub-Zero and Wolf appliance suite thoughtfully curated for effortless, elevated living. A private terrace extends the living space outdoors, offering a serene retreat above the city’s energy. Residents enjoy exclusive access to a collection of resort-style amenities, including a pool with cabanas, state-of-the-art fitness center, yoga studio, sauna, secure parking, and pet-friendly features throughout. With just 27 residences, The Edge Sarasota offers an intimate boutique lifestyle just moments from the city’s celebrated dining, galleries, and cultural experiences perfectly reflecting Sarasota’s artful and walkable character. Renderings are conceptual and reflect the intended design and finish standards of the community.

290 Cocoanut Avenue Unit 703, Sarasota
$2,149,000
2 Beds ⋅ 3 Baths ⋅ The Collection Condominium SubDv. ⋅ 34236 Zip Code
The Villa at THE Collection is one of the most unique new estates in the core of downtown. With over 800 SQF of private multiple terraces that create a single family home feel in the middle of the Downtown Core, this Villa is a true urban oasis. With expansive ceiling heights showcasing up to 13’ window walls of glass, natural light will flood the living/dining/kitchen open living area with huge views of the Sarasota Skyline. As day turns to dusk, enjoy gorgeous sunsets and twinkling city lights with the ideal South and West exposure to all of Sarasota. Featuring private access to an exclusive amenity level shared with only 11 neighbors, simply walk over directly from your Villa to the luxurious pool, spa, pool cabanas, fire table, grill, community room, board room, sauna, fitness center and private climate controlled storage - no luxury has been spared. The amenities truly feel like an extension of your private residence. The Villa features custom designed cabinetry, custom walk in closets, pantry and custom Library,quartz counter surfaces, floating vanities, tile throughout, a gas range and Miele appliances. The finest art collectors in the world all begin with one thing in mind – a passion for what they collect and the story of how they started. This is the same tale of The Collection Condominium - A building constructed to the highest level of luxury to emulate art and showcase the very best in lifestyle and design. It is the unique opportunity to translate a passion for Florida sunsets, the best in urban design, and a zest for an artful existence into a way of living. Welcome to the newest residential offering located in the heart of the art district in downtown Sarasota. THE Collection is a testament to boutique luxury, featuring only 12 residences in one of the quietest neighborhoods with a mid-century modern feel. Every residence at THE Collection exudes luxury estate living.

1335 2nd Street Unit Villa 2E, Sarasota
$349,900
1 Beds ⋅ 1 Baths ⋅ Gulfstream Towers SubDv. ⋅ 34236 Zip Code
33 Gulfstream Towers #307—Updated 1BR/1BA, third floor. Across from Marina Jack, the bayfront park, and downtown dining, this turnkey condo blends city convenience with coastal living. The renovated kitchen features new stainless-steel appliances and contemporary finishes, while custom blinds and an open layout keep the living area bright and airy. The bath offers a relaxing tub/shower combo. Building amenities include a recently refurbished heated 30’×50’ pool with a large sun deck, a club room with a full kitchen, a fitness center, and on-site laundry. Location: steps to restaurants, shops, cultural venues, and events, minutes to Sarasota’s renowned beaches.“One or more photo(s) were virtually staged.”April 31, 2026. Disclosure: photos and rooms are virtually staged to illustrate furniture placement; furnishings do not convey.

33 S Gulfstream Avenue Unit 307, Sarasota
$3,570,000
2 Beds ⋅ 3 Baths ⋅ The Edge Sarasota SubDv. ⋅ 34236 Zip Code
Under Construction. The Edge Sarasota defines urban luxury in the heart of downtown’s vibrant Arts District. Residence D is a stunning 2-bedroom, 2.5-bathroom plus den corner residence offering just over 3,100 sq. ft. of living space with floor-to-ceiling windows and expansive city and bay views spanning from the East to Southeast. The open-concept design showcases soaring ceilings and a chef’s kitchen featuring Italian cabinetry, Wolf and Sub-Zero appliances, a gas cooktop, and a waterfall-edge island—perfect for entertaining. The owner’s suite is a true retreat, complete with dual walk-in closets, a morning bar, and a spa-inspired bath with dual vanities, a soaking tub, and a glass-enclosed shower. A private terrace, den, and full laundry room with utility sink provide additional comfort and functionality. Residents at The Edge enjoy an array of resort-style amenities, including a pool deck with hot and cold plunge pools, cabanas, outdoor kitchens, and an owners’ wellness club with a state-of-the-art fitness center, yoga room, infrared sauna, and treatment rooms. Additional spaces include a social lounge, bar, game room, catering kitchen, and private dining room with individual wine lockers. With only 27 exclusive residences, The Edge offers a boutique downtown lifestyle steps from Sarasota’s acclaimed restaurants, galleries, boutiques, and the Bayfront. Construction is underway, with limited opportunities remaining to personalize interior finishes. Secure your place at The Edge Sarasota today—where contemporary design meets timeless elegance in one of the city’s most desirable addresses. We invite all qualified buyers for a personal hard hat tour. Please call the listing office to schedule your appointment.

290 Cocoanut Avenue Unit 604, Sarasota
$3,270,000
3 Beds ⋅ 4 Baths ⋅ The Edge Sarasota SubDv. ⋅ 34236 Zip Code
Pre-Construction. To be built. Discover a rare opportunity at The Edge Sarasota—where boutique living meets vibrant city life. Residence A is a premier 3-bedroom, 3-bathroom corner residence offering over 3,200 square feet of open, modern living in one of Sarasota’s most in-demand downtown locations. From the 6th floor, this light-filled residence wraps the northwest side of the building offers exceptional natural light with floor-to-ceiling walls of glass. Step out onto your generous wraparound terrace and watch the sunset over the city. Designed to be as unique as you, the home features a great room and separate living room that connects to a chef’s kitchen with Italian cabinetry, Wolf and Sub-Zero appliances including a gas cooktop, a large island with waterfall edge and a butler’s pantry for easy entertaining. A thoughtfully designed owners’ suite provides a true retreat with a gracious foyer, midnight bar, walk-in closet and en suite bathroom featuring dual vanities, private water closets, glass enclosed shower and soaking tub. Beyond your residence, enjoy a curated collection of luxury amenities including a resort-style pool deck with hot and cold plunge pools, cabanas and two outdoor kitchens. The owners’ club focuses on wellness and entertainment with a fully equipped fitness center complete with a yoga room and infrared sauna. Two treatments rooms afford plenty of space for your personal massage therapist or a physical therapy session. The social room includes a lounge, bar, game room and catering kitchen. For more intimate gatherings, reserve the private dining room featuring resident wine lockers and a separate bar area. The building’s boutique size—only 27 residences—creates a community feel in the heart of Sarasota’s vibrant Arts District. Walk to acclaimed restaurants, galleries, boutiques, and the Bayfront, embracing a lifestyle that combines culture, convenience, and sophistication. Construction is progressing with limited opportunities to customize your finishes—secure your place at The Edge today and invest in a rare downtown Sarasota address with lasting appeal. Images shown are artist renderings intended to illustrate the interior finishes and design concepts for this community.

290 Cocoanut Avenue Unit 601, Sarasota
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