Downtown Homes with Private Entrance Exterior Features

Downtown Homes with Private Entrance Exterior Features

Welcome to Downtown Sarasota, Florida, a vibrant urban oasis where culture, cuisine, and coastal charm beautifully intertwine. Nestled along the stunning Gulf Coast, Downtown Sarasota is not just a place to live; it’s a lifestyle. With its picturesque waterfront parks, bustling arts scene, and an array of dining options, this city beckons to those who appreciate the finer things in life.

Imagine stepping out of your home and being just moments away from the stunning Bayfront, where you can enjoy leisurely strolls, boating, or simply soaking in the sun. Downtown Sarasota boasts a rich tapestry of cultural experiences, from the renowned Ringling Museum of Art to the lively Sarasota Opera. Art enthusiasts and food lovers alike will find their haven here, with galleries, theaters, and a diverse range of restaurants that cater to every palate.

For those seeking the ultimate in privacy and convenience, many homes in Downtown Sarasota feature private entrance exteriors. These residences offer a seamless blend of elegance and comfort, allowing you to enjoy your personal space while being part of a thriving community. With stylish designs and modern amenities, these homes provide an inviting retreat after a day of exploring the city.

Living in Downtown Sarasota means embracing a lifestyle full of adventure and serenity. Whether you’re enjoying a sunset at the marina or indulging in a gourmet meal at a local bistro, your home with a private entrance is your sanctuary in this lively paradise. Discover your dream home today and experience the magic of Downtown Sarasota!

Newest Downtown Homes with Private Entrance Exterior Features

$2,425,000
4 Beds ⋅ 5 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code
Welcome to 515 S Osprey Avenue, a meticulously maintained modern farmhouse in Sarasota's sought-after Laurel Park neighborhood, offering the best of downtown living. Built in 2018, this 4-bedroom, 4.5-bath residence offers 2,798 square feet, including a generously sized private guest suite above the detached two-car garage. The bright, open layout features high ceilings, wide-plank hardwood flooring with timeless designer finishes and impact windows. The kitchen offers quartz countertops, solid wood cabinetry and a large island with a Thermador gas cooktop. The first-floor primary suite features two walk-in closets, a freestanding tub, walk-in shower and direct access to the outdoor living area and pool. Upstairs are 2 additional bedrooms/baths and a versatile loft. The private courtyard between the main house and the garage features a salt water heated pool, travertine decking, covered lanai and outdoor kitchen with Coyote built-in gas grill, refrigerator, sink and bar seating. Recent improvements include a new main-house A/C (2025), new guest suite mini-split (2026), pool salt cell, new pool fencing, irrigation, smart thermostats, keyless entries, plantation shutters, closet organizers and fresh interior paint throughout. Weekly rentals are allowed offering tremendous vacation rental potential. Enjoy the downtown living of Laurel Park living with walkability to shops, dining, theaters, art galleries, Saturday's farmers market and more!

515 S Osprey Avenue, Sarasota
$949,000
2 Beds ⋅ 2 Baths ⋅ Alinari SubDv. ⋅ 34236 Zip Code
Immerse yourself in the vibrant energy of Sarasota’s coveted Rosemary District, where an inspired coastal lifestyle unfolds just beyond your doorstep. Perfectly positioned, moments from The Bay Sarasota and The Quay Sarasota, this residence offers effortless access to the city’s most exciting transformation – lush bayfront greenspaces, scenic paths, a new pier and curated waterfront experiences, including free concerts, yoga and even a kayak launch. Right at your doorstep you will discover a dynamic collection of Rosemary District cafés, acclaimed restaurants, artisan bakeries and boutique shops, all contributing to a navigable, cultured and endlessly engaging lifestyle. From morning rituals to sunset dinners along the bay, this residence, set within Alinari at Rosemary Place, invites you to experience Sarasota at its finest. Framed by breathtaking true full waterfront views that stretch across Sarasota Bay and beyond, this beautifully redesigned two-bedroom, two-bath residence captures unobstructed westerly vistas from its highly desirable eighth-floor position in the south tower, where natural light pours in and sunset gazing becomes a daily ritual. The interiors have been thoughtfully reimagined with a clean, modern aesthetic, featuring wide plank luxury flooring, quartz surfaces, new modern fixtures and a cohesive move-in-ready design. The open layout enhances the connection to the water, while a rare walk-in laundry room and additional flex storage space add everyday convenience. The primary suite offers a serene retreat with a walk-in closet and a well-appointed, fully customized en-suite bath, while the second bedroom is equally versatile for guests or a home office – each space sharing in the residence’s captivating views. Alinari presents a refined residential experience with amenities beyond expectation. Enjoy the privacy of a third-floor Olympic-length pool and deck where recreation and relaxation can easily be found. The state-of-the-art fitness center, modern and fully upgraded theater, business center, guest suites, game room, gated entry garage, 24-hour concierge and on-site security are just a small sample of Alinari features and lifestyle. Unique to the property you will enjoy a beautifully landscaped 35,000 sq ft gated recreational space that is for the exclusive enjoyment of Alinari owners and their pets. With strong reserves, no current assessments and elevated construction in Flood Zone X, the building offers peace of mind and enduring value. Complete with two garage parking spaces and climate-controlled storage, this residence is a rare opportunity to enjoy downtown Sarasota living at the intersection of culture, convenience and sweeping waterfront beauty.

800 N Tamiami Trail Unit 815, Sarasota
$1,650,000
2 Beds ⋅ 3 Baths ⋅ Vue Sarasota Bay SubDv. ⋅ 34236 Zip Code
If you are looking to take full advantage of everything Florida’s Culture Coast provides, the VUE awaits you! This 3rd floor condominium greets you with expansive views of downtown, Marina Jack Yacht Basin and Sarasota Bay. A 23-foot wall of windows and sliding glass doors affords an almost 180-degree stunning view. The open living plan features a great room, kitchen, and dining area with an oversized terrace (28+ feet in length) to enjoy dramatic views while dining inside or al-fresco! The layout is the epitome of GREAT ROOM entertaining! The kitchen features Jenn-Aire stainless steel appliances and an induction cooktop, ample modern cabinetry and a low-profile island with a breakfast bar. Built in 2017, the modern interior boasts white porcelain tile flooring in the private entry foyer, great room, kitchen, hallways and baths. A neutral color palate, with paint re-fresh in 2026. The primary bedroom also features grand floor to ceiling windows that frame yet another striking view of the marina, the bay and downtown. With ten feet across and 10' ceilings, you just may feel like you are on a yacht! The second bedroom is completely split from the primary and is en-suite for ultimate privacy. An over-size utility room with washer, dryer, and sink, as well as plenty of cabinetry. Additional air-conditioned storage is provided in the parking garage, and the unit comes with two assigned garage parking spaces. The VUE residents enjoy resort style amenities: pool and spa, state of the art fitness center, community gathering areas on the lobby level and pool deck, rooftop dog park, concierge, and valet. The VUE is located at the gateway to Bird Key, Lido Key, St. Armands Key, and Longboat Key in beautiful downtown Sarasota, FL. This iconic 19-story condominium tower contains 141 luxury residences. Embrace the downtown lifestyle just outside your door; theaters, art galleries, premier dining, shopping, Sarasota’s Island Park walking trails and numerous cultural attractions. There’s no place like THIS home!

1155 N Gulfstream Avenue Unit 308, Sarasota
$2,299,000
3 Beds ⋅ 3 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code
10-FT CEILINGS, versus 8 ft on other floors. FLOOD CONCERNS? This elevated end unit sits HIGH & DRY above and behind two pool walls. Largest 3 BEDROOM floor plan. TWO KITCHENS, including a scullery chef's prep kitchen normally found only in far pricier new construction. WIDE-WATER AND BRIDGE VIEWS that photos can't capture, so watch the video tour. 1,800 SF PRIVATE PET-FRIENDLY TERRACE with a gated stairway straight to the pools, sauna, fitness center and marina with boat lifts. It's condo living with the yard of a single-family home, and no elevator needed. Largest 3BR in the community. 24-hr guard gate, with a 53-acre park and a BEACH just outside. NEW roofs, NEW exterior, NEW landscaping and pool. LOW HOA. Be sure to watch the VIDEO tour attached.

988 Blvd Of The Arts Unit 109, Sarasota
$1,000,000
2 Beds ⋅ 2 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code
Discover the charm of downtown Sarasota from this expertly renovated residence in the heart of the coveted Laurel Park Arts District. Combining the character of a 1922 home with the comfort and style of modern living, this private, gated property is just moments from Main Street, Sarasota Bay, St. Armands Circle, Lido Beach, award-winning dining, boutiques, galleries and the city's vibrant arts and entertainment scene. Inside, the open-concept design features a stunning quartz island, beautifully updated kitchen and baths, custom closets and designer finishes throughout. The two-bedroom, two-bath main residence is complemented by a separate flex building with additional living space and a private laundry room, ideal for guests, a home office or creative studio. Outside, enjoy a fully fenced backyard with paver walkways, a lounging deck, covered carport, storage shed and outdoor shower. Major updates include a 2024 metal roof, 2023 HVAC, updated plumbing and a 2022 electrical panel. Offered fully furnished, this exceptional property is ready to enjoy.

1841 Laurel Street, Sarasota
$799,000
3 Beds ⋅ 4 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code
Welcome to 501 Lafayette Court, perfectly positioned in historic Laurel Park just steps away from downtown Sarasota. Built in 2019 and offering 2,434 square feet, three bedrooms, three-and-a-half baths, this beautifully designed residence combines modern luxury, thoughtful functionality, and an exceptional walkable lifestyle. The Enclave is an intimate community of just 17 residences, offering a rare sense of privacy just moments from the heart of downtown. Inside, the multi-level floor plan is filled with natural light and designed for both everyday living and effortless entertaining. The main living level features an open-concept kitchen, dining, and great room with high ceilings and warm wood flooring. The beautifully appointed kitchen is anchored by a generous center island and features quartz countertops, white cabinetry, stainless steel appliances, and breakfast bar seating. A private elevator connects every level, adding convenience to the thoughtfully designed floor plan. The spacious primary suite offers his and hers walk-in closets, and a beautifully finished en suite bath with dual vanities and a spa-like shower and soaking tub. Two additional bedroom suites provide privacy for family and guests. Beyond the interiors, the location is what truly sets this home apart. Step outside and enjoy one of Sarasota’s most desirable walkable neighborhoods, with downtown just a few blocks away. Stroll to acclaimed restaurants, cafés, boutique shopping, galleries, the Saturday Farmers Market, Selby Gardens, and Sarasota’s beautiful Bayfront Park. The home is also located within the highly regarded Southside Elementary School district. Whether you’re searching for a full-time residence or a lock-and-leave downtown retreat, 501 Lafayette Court offers high quality and low-maintenance living in a location that makes it easy to enjoy the very best of Sarasota.

501 Lafayette Court, Sarasota
$4,600,000
3 Beds ⋅ 3 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code
PENTHOUSE with EXPANSIVE WATER VIEWS & PRIVATE GARAGE. Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with a generous walk-in closet, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!

253 Golden Gate Point Unit 902, Sarasota
$695,000
2 Beds ⋅ 3 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code
Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.

433 Central Avenue, 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
$7,450,000
4 Beds ⋅ 5 Baths ⋅ Aqua SubDv. ⋅ 34236 Zip Code
Experience extraordinary waterfront living in this stunning residence, where breathtaking panoramic views of Sarasota Bay take center stage. Designed by renowned architect Guy Peterson, this exceptional condominium is a true work of art, thoughtfully crafted for sophisticated living and perfectly suited for showcasing an extensive art collection. From the moment you enter, you're greeted by mesmerizing bay views framed by a dramatic Murano glass chandelier, creating an unforgettable first impression. The expansive great room features custom built-ins and an elegant entertaining bar complete with a Sub-Zero beverage refrigerator, making it ideal for hosting guests. A secondary bar equipped with Miele dishwasher, Wolf warming drawer, two refrigerated beverage drawers, microwave, sink and Sub Zero icemaker make hosting large events easy. Electronic blinds throughout the home provide effortless privacy and light control while complementing the residence's clean, contemporary aesthetic. The chef's kitchen is as beautiful as it is functional, offering two oversized islands, dual sinks, Sub-Zero refrigerator and freezer, a Wolf range, Wolf double wall ovens, a Miele dishwasher, striking tempered glass backsplash, and quartz countertops. Every detail has been carefully selected, and the spectacular Sarasota Bay views provide an inspiring backdrop while cooking. The owner's suite embodies Guy Peterson's signature minimalist elegance, with floor-to-ceiling views of Sarasota Bay and an extraordinary custom-designed walk-in closet with a view of the water that is truly one of the finest in Sarasota. The spa-inspired bath is equally impressive, featuring dual vanities, a marble walk-in shower with rainhead and handheld fixtures, and a soaking tub perfectly positioned to enjoy the tranquil waterfront views. Three additional ensuite guest bedrooms provide luxurious accommodations for visitors. Completing the home are a handsome office with custom built-ins and fitness room. The exceptionally large terrace which is the largest in the building, provides ample seating for friends and family, and is outfitted with a large fire pit offering the perfect setting to relax and take in spectacular sunsets over Sarasota Bay. Dock with a 16,000-pound boat lift included with the home. This is a rare opportunity to own an architecturally significant waterfront residence where timeless design, exceptional craftsmanship, and world-class views come together in perfect harmony. Owners enjoy gated entry, a private two-car garage, concierge-staffed lobby, and an impressive collection of amenities including fitness center, yoga room, sauna, wine storage, executive meeting space and a stunning rooftop terrace with panoramic bay, gulf and skyline views. Ideally located on Golden Gate Point, just moments from downtown dining, arts, and marinas.

280 Golden Gate Point Unit 300, Sarasota
$550,000
2 Beds ⋅ 2 Baths ⋅ Bays Bluff Atps Sec 1 SubDv. ⋅ 34236 Zip Code
MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.

1100 Imperial Drive Unit 108, 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
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