Downtown Homes with Trees/Woods View

5 Beds ⋅ 5 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code

LOCATION, LOCATION, LOCATION! If you are seeking a premier home which is steps from the dining, culture, boutiques, and waterfront recreation of Downtown Sarasota/Main St, The Bay Park, the Rosemary District, Five Points Park, and Gillespie Park, this is the one! This beautifully renovated, Key West–inspired 5-bedroom, 2938 sf pool home welcomes you with a magnificent oak tree and gorgeous tropical landscaping. Inside, the chef-owner’s kitchen is a culinary dream complete with a professional Forno gas range, custom soft-close cabinetry, and sleek quartz countertops. High-end finishes elevate the open living areas, including rich hardwood floors, an electric fireplace, and a custom temperature-controlled wine room. A flexible downstairs bonus area with a half bath and closet can easily convert to a luxurious primary suite/5th bedroom. A 600 sf guest apartment, The Pineapple Loft, is consistently ranked 5 stars on Airbnb and features a vaulted ceiling, full kitchen, induction cooking, laundry, and a private balcony— fully qualifying for high-demand weekly rentals! The exterior features a screened courtyard lanai and a heated pool with a waterfall, while the local 10-acre park provides tennis, pickleball, walking trails, and a lively neighborhood scene. Don't miss this perfect blend of historic character, modern luxury, and ultimate flexibility in an incredible location.

1685 6th Street, Sarasota

$2,529,000

32 Beds ⋅ 16 Baths ⋅ James Street Park SubDv. ⋅ 34236 Zip Code

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion. NOTE: future development plans viable on request!

1555 7th Street, Sarasota

$1,495,000

2 Beds ⋅ 3 Baths ⋅ Queen Palms SubDv. ⋅ 34236 Zip Code

Experience unrivaled downtown Sarasota luxury living at Bayso in this impeccably upgraded 10th-floor G residence. Postioned as one of Bayso's most appealing ownership opportunities, this residence combines luxury, water and skyline views, and exceptional value. This beautifully appointed home presents a rare opportunity to own within one of downtown Sarasota’s premier luxury condominium communities. Ideally positioned with coveted southern exposure, this 1,578-square-foot condominium showcases breathtaking panoramic views of Sarasota Bay, the Gulf, the marina, and the city skyline from its expansive 222-square-foot private terrace, perfect for outdoor dining, entertaining, or enjoying Sarasota’s iconic sunsets. This sophisticated two-bedroom, two-and-a-half-bath residence plus den/flex space offers a refined contemporary design with 10-foot ceilings and immaculate attention to detail. The home features designer-selected Italian cabinetry, quartz countertops, a custom glass tile backsplash, premium stainless steel appliances, elegant GROHE fixtures throughout, and custom electric remote blinds and upgraded lighting fixtures in the main living areas and bedrooms. The spacious owner’s suite provides a private retreat with custom California Closets and a spa-inspired bath. Enjoy the premier downtown Sarasota lifestyle with two dedicated parking spaces and access to Bayso’s impressive collection of resort-style amenities, including an elevated pool and spa, entertainment areas, outdoor kitchen with gas grills, dog park, flex office and boardroom spaces, 24-hour front desk attendants, controlled-access entry, and on-site property management. Perfectly located in the heart of downtown Sarasota, Bayso places you steps from acclaimed dining, boutique shopping, theaters, entertainment, and the revitalized waterfront. Enjoy nearby access to the Bay Conservancy Park with outdoor activities, kayaking, and scenic waterfront spaces. With stunning views, ultra luxurious finishes, and a prime downtown location, this Bayso residence offers the best of Sarasota’s modern coastal lifestyle.

301 Quay Commons Unit 1007, Sarasota

$1,995,000

4 Beds ⋅ 3 Baths ⋅ Vista Bay Point SubDv. ⋅ 34236 Zip Code

Experience elevated coastal luxury at Vista Bay Point, ideally on prestigious Golden Gate Point in the heart of downtown Sarasota. This exceptional, one-of-a-kind second-floor residence delivers a rare combination of privacy, sophistication and effortless access, with a private elevator opening directly into your own foyer and an oversized two-car garage with additional storage on the level below, along with a private staircase that connects directly to the residence. In addition to all this, there is direct access to a private wraparound terrace, the only residence in the building with an outdoor area of this size, and up to two dogs are welcome, allowing them plenty of room to roam. From the moment you enter, the home is bathed in natural light, with expansive impact glass windows throughout framing serene bay views, shimmering city lights and Sarasota’s iconic sunsets. The open, flowing design is elegant and inviting, enhanced by refined finishes and custom details that create a sense of arrival, while a Sonos sound system and Crestron lighting system add to the thoughtful touches that make this home exceptional. Taking center stage, the gourmet kitchen is designed to impress, featuring custom cabinetry, rich stone surfaces, a generous island with seating for up to six, and premium appliances including Sub-Zero refrigeration and a professional Thermador 48-inch gas range with grill, griddle and dual ovens, all seamlessly connected to the dining and living spaces to create an effortless indoor outdoor lifestyle. The terrace provides a setting for morning coffee, evening cocktails or dining, offering multiple seating areas along with beautiful bay views. The owner’s suite offers a peaceful retreat with a spacious walk-in closet and a beautifully appointed bath designed for relaxation, while two separate guest suites with full baths ensure comfort and privacy for visiting family and friends. Vista Bay Point is an exclusive, gated boutique community offering a full suite of luxury amenities, including a heated pool and spa, sundeck with grilling area, fitness center with premium equipment, theater room, elegant owners lounge with pool table and bar, and a private guest suite for extended stays. This residence places you just moments from Sarasota’s vibrant downtown, the marina, world-class dining, Ringling Bridge, cultural attractions, St. Armands Circle and the region’s award-winning beaches, making this more than a residence, it is a lifestyle defined by privacy, prestige and the best of Sarasota waterfront living. Ask for the complete property catalog with all the information about this residence.

128 Golden Gate Point Unit 202A, 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

$1,895,000

5 Beds ⋅ 4 Baths ⋅ Blvd Add (To Sarasota) SubDv. ⋅ 34236 Zip Code

Own a Sarasota Bay view home today. As seen on Fox 4 Sarasota's Out and About Show! Introducing 1156 Cocoanut Avenue, a newly built modern residence that delivers bold architecture, refined finishes, and effortless urban living in the heart of Sarasota. Designed for today’s lifestyle, this striking home blends clean lines, open spaces, and elevated craftsmanship into a seamless expression of contemporary luxury. The home features five bedrooms and four bathrooms across 2,882 square feet. You are greeted by large-format, marble-look tile throughout the first floor for a seamless, elegant flow. From the moment you arrive, the home’s sleek exterior and architectural presence make a powerful first impression. Inside, light-filled interiors unfold with expansive open-concept living areas, high ceilings, and thoughtfully selected finishes that feel both high end and inviting. The Gourmet chef’s kitchen is equipped with top-of-the-line Café appliances featuring elegant gold accents, premium cabinetry, and seamless Calcutta quartz countertops throughout the home. The waterfall center island seats 6 comfortably, ideal for family meals, casual gatherings, or hosting large dinner parties. The layout is ideal for modern living—entertaining, everyday comfort, and stylish retreat. Having two spacious living rooms, one on each floor, offers versatile entertaining or relaxed family time. The primary suite is a true retreat with a spa-style bath, soaking tub, walk-in shower, and generous his-and-hers closets. Large-format tile flooring, energy-efficient construction, a two-car garage, and modern architectural details enhance both form and function. Outdoors, a private resort-style backyard awaits with a custom Pebble Tec pool, covered patio with tongue-and-groove ceiling plus stylish full summer kitchen, and a fully fenced lot with rear alley access for added privacy and ease. Additional features include a 2-car garage, energy-efficient design, and modern architectural finishes that emphasize comfort and style. Every element has been intentionally curated to reflect quality and design-forward living, creating a home that feels fresh, refined, and effortlessly functional. Ideally located in Sarasota’s sought-after downtown corridor, near Sarasota’s vibrant downtown, you’re just moments from the Rosemary District, world-class dining, art galleries, theaters, shopping, and the city’s renowned cultural scene. Enjoy quick access to the waterfront, marinas, and Sarasota’s award-winning beaches, all while being tucked into a rapidly growing and highly sought after neighborhood. You are just steps from the Bay and the Van Wezel through the beautiful Pioneer Park path. This is a rare opportunity to own a newly built modern home in one of Sarasota’s most dynamic locations. Schedule your private showing today and experience the lifestyle waiting for you! Would also make an excellent Airbnb. Creative selller. dCall today for a showing!

1156 Cocoanut Avenue, 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

$2,516,000

2 Beds ⋅ 1 Baths ⋅ Halls Sub James S SubDv. ⋅ 34236 Zip Code

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion.

1569 7th Street, Sarasota

Downtown Homes with Trees/Woods View

Newest Downtown Homes with Trees/Woods View