Downtown Homes with Two Story Property Description

Downtown Homes with Two Story Property Description

Welcome to Downtown Sarasota, a vibrant gem nestled on Florida’s stunning Gulf Coast. This bustling urban center is renowned for its rich cultural scene, picturesque waterfront views, and an array of dining and shopping options that cater to diverse tastes. From art galleries to theaters, Downtown Sarasota is a hub of creativity and community, making it an ideal place for both residents and visitors alike.

If you’re considering a move to this charming city, you’ll find an enticing selection of two-story homes that perfectly blend style and functionality. These properties often feature spacious layouts, allowing for ample living space and privacy for families or those who enjoy entertaining. With elegant designs, high ceilings, and modern amenities, two-story homes in Downtown Sarasota offer the perfect backdrop for a vibrant lifestyle.

Imagine waking up in a sun-drenched master suite, enjoying your morning coffee on a private balcony, or hosting friends in a beautifully landscaped backyard. The architecture of these homes often showcases a mix of contemporary and classic Florida styles, providing both comfort and aesthetic appeal.

Living in Downtown Sarasota means you’re just a stone’s throw away from beautiful beaches, lush parks, and the lively atmosphere of the local arts scene. Whether you’re strolling along the waterfront or indulging in the culinary delights at a nearby restaurant, you’ll find that life here is both fulfilling and exciting.

Explore the charm of Downtown Sarasota and discover your perfect two-story home today—where every day feels like a vacation!

Newest Downtown Homes with Two Story Property Description

4 Beds ⋅ 4 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code

Pre-Construction. To be built. An extraordinary modern masterpiece offering 2,695 sq. ft. of luxury living area (3,434 sq. ft. under roof) is coming to this prime 5,042 sq. ft. corner lot (50' x 101') in downtown Sarasota’s sought-after DTN-zoned corridor. Designed for the discerning buyer, this home offers an exceptional luxury finishes package in an unbeatable downtown setting, just steps from the green spaces of Gillespie Park. With public water, sewer, electricity, and cable readily available, this high-end pre-construction opportunity is perfectly positioned for refined coastal living. The home features a thoughtful split floor plan with dual entrances, offering distinct front porch and side porch entries. Step inside to experience a grand open-concept layout defined by clean lines and modern elegance. Soaring 10-foot ceilings on the first level and 9-foot ceilings on the second level create an airy, light-filled atmosphere, kept comfortable year-round by multi-zone AC systems. A welcoming foyer sitting room introduces the home, seamlessly flowing into an expansive kitchen, living room, and breakfast nook combination anchored by a stylish ventless fireplace. Crisp Level 5 smooth-finish drywall runs throughout, complemented by minimalist 6-inch flat base moldings and continuous wide-plank engineered wood flooring. The gourmet kitchen serves as the heart of the home, showcase-ready with custom flat-panel cabinetry in a calm Ash Oak wood-grain finish, accented by glass display uppers and floating shelves. A dramatic 3 to 3.5-inch mitered quartz waterfall island frames a world-class, fully integrated Sub-Zero appliance package, while space is thoughtfully designed to accommodate a custom floor-to-ceiling glass wine display. Every bedroom in the home is designed as a private retreat, complete with its own walk-in closet and dedicated en-suite bathroom. The luxurious primary suite is located upstairs for ultimate privacy and features dual vanities along with a spa-inspired bathroom equipped with a freestanding tub/shower combination area and floor-to-ceiling tile. Bedroom 1 also enjoys the added convenience of dual vanities in its private en-suite. Outdoors, the property offers space for an inviting backyard retreat, featuring a private pool and potential poolside cabana designed for seamless indoor-outdoor Florida entertaining. Beyond the home, you are situated in a vibrant, established downtown neighborhood. Enjoy incredible walkability to Gillespie Park’s walking trails, tennis and basketball courts, fitness areas, and dog park. The best of Sarasota is right at your doorstep, from local cafés, fine dining, and boutique shopping to world-class arts and culture. Best of all, you are just a short drive from the sugary sands of Lido Key, Siesta Key, and the famous shopping dining district of St. Armands Circle.

449 N Osprey Avenue, Sarasota

4 Beds ⋅ 5 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code

Discover modern downtown living in the heart of Gillespie Park, where this brand-new single-family home offers a rare combination of contemporary design, generous living space and exceptional walkability just moments from Downtown Sarasota and the Rosemary District. The property offers 4 bedrooms in total, including 3 bedrooms plus a dedicated office in the main residence and a private 1-bedroom, 1-bathroom attached apartment. Designed for everyday living and entertaining, the main residence features a spacious open floor plan filled with natural light. Engineered hardwood flooring, PGT impact-rated windows and doors, soaring ceilings and thoughtfully selected finishes complement the home’s clean, contemporary design. At the heart of the home, the kitchen features Thermador appliances, generous workspace and a seamless connection to the main living and dining areas. One of the home’s most distinctive features is the approximately 600-square-foot attached apartment complete with its own private entrance, bedroom, bathroom, living room and kitchen. Ideal for guests, multigenerational living, a private home office or potential rental income, this separate living space provides exceptional flexibility while preserving the privacy of the main residence. An attached 2-car garage and additional covered parking provide everyday convenience rarely found this close to downtown. Just outside your door, enjoy easy access to the Rosemary District, Downtown Sarasota’s restaurants, boutiques and arts scene, the Sarasota bayfront and the area’s renowned Gulf beaches. Whether heading out for morning coffee, dinner downtown or a day at the beach, this brand-new home places the best of the Sarasota lifestyle within easy reach.

1675 5th Street, Sarasota

4 Beds ⋅ 5 Baths ⋅ Mooring At Bay Pointe The SubDv. ⋅ 34236 Zip Code

Behind a private gate and beneath a canopy of tropical foliage, 1621 Bay Point Court offers a secluded waterfront retreat just moments from downtown Sarasota and the open waters of Sarasota Bay. Set along Hudson Bayou, the home blends timeless coastal architecture and bright interiors with tropical surroundings, covered terraces, a private pool, and a new dock with a 13,000-pound boat lift. Completed in 2025, the residence encompasses 3,647 square feet of air-conditioned living space with 4 bedrooms, 4.5 baths, 2 private offices, a bonus room with sauna and custom details throughout. Upper transoms fill the main living areas with natural light and capture views of the pool, landscape and bayou. Beyond the foyer, the dining room, great room and kitchen flow together for daily living and entertaining. The great room features a floor-to-ceiling quartz fireplace wall and opens to the covered lanai, and heated pool. Travertine and limestone decking, a fountain, fiber-optic pool lighting and several gathering areas complete the outdoor space. A powder bath is positioned nearby. The kitchen features floor-to-ceiling custom cabinetry, quartz countertops, a pearlized herringbone backsplash and a center island with storage on 3 sides. The Thermador appliance suite includes dual convection wall ovens, cooktop, coffee system, microwave, paneled refrigerator, beverage cooler and dishwasher. A concealed walk-in pantry offers custom storage. The main-level primary suite opens to the lanai and overlooks the pool and water. Its Calacatta Gold marble bath includes a freestanding tub, dual vanity, makeup station and oversized glass-enclosed shower. A custom walk-in closet connects to the laundry room, which features built-in cabinetry, a utility sink and Speed Queen appliances. A second en suite bedroom and a custom office with built-in bookcases and cabinetry complete the first floor. Upstairs are 2 additional en suite bedrooms, a private office and a bonus or fitness room with a mirrored wall, closet storage and sauna. Both bedrooms open to an oversized covered terrace overlooking the bayou, treetops and Sarasota skyline. A finished storage area provides additional space. The gated and fully fenced 0.26-acre property encompasses approximately 67 feet of waterfront and includes a new 322-square-foot dock and boardwalk with a 13,000-pound boat lift. The climate-controlled 2-car garage offers custom flooring, extensive storage and provisions for an electric vehicle charger. Additional features include reinforced masonry construction, impact-rated windows, doors and sliders, spray-foam insulation, whole-house water filtration and softening, instant hot water, commercial-grade Wi-Fi, structured media wiring, surround sound, security cameras, smart lighting and a generator panel. The finished-floor elevation is approximately 12 feet, 4 inches NAVD, and there are no association dues. Offering the privacy of a tropical waterfront retreat in the heart of Sarasota, the property is convenient to downtown dining, shopping and cultural venues, Southside Village, Sarasota Memorial Hospital and St. Armand's Circle. Lido Key and Siesta Key beaches are easily accessible, while Sarasota-Bradenton International Airport is nearby, placing Sarasota’s boating, beaches and other destinations within easy reach.

1621 Bay Point Court, Sarasota

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 Beds ⋅ 3 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code

Central Park ll is located close to the downtown area of Sarasota and also just minutes to a large hospital when emergency or hospital care is needed. You could walk or ride a bicycle to the downtown area in minutes. The unit is located in the back of the complex. It is a two bedroom, two and half bath townhouse. The kitchen has been updated with cabinets, counter tops, stove and microwave. The flooring is laminate and carpet. Both bedrooms are upstairs, each having a bathroom. The half bath is downstairs. A stackable washer and dryer are also located in the unit. There is a small storage area under the stairs in the living room. There are two storage rooms located on the side of each patio. This community offers a community pool, fitness center and clubhouse. There is also a kayak launch and storage that residents may use. Buyers to verify all room sizes.

850 S Tamiami Trail Unit 325, Sarasota

3 Beds ⋅ 3 Baths ⋅ Lincoln Park On Hudson Bayou SubDv. ⋅ 34236 Zip Code

Discover exceptional West of Trail living in Lincoln Park, an intimate waterfront enclave located along Hudson Bayou in Sarasota, Florida. This beautifully appointed residence offers the rare combination of privacy, boating access, and proximity to Downtown Sarasota, complete with a private deeded boat slip and 10,000 lb lift providing direct access to Sarasota Bay and the Gulf of Mexico. Situated on a quiet, tree-lined cul-de-sac shared by only eight residences, this distinctive 3-bedroom, 2.5-bath home offers 4,234 square feet of thoughtfully designed living space. Built in 2001, the residence blends timeless architectural details, refined craftsmanship, and comfortable everyday living in one of Sarasota’s most desirable West of Trail locations. The spacious floor plan features a private first-floor primary suite, soaring ceilings, crown molding, French doors, custom built-ins, hardwood and marble flooring, and a gas fireplace. Formal and casual living areas flow seamlessly throughout the home, creating an inviting setting for both entertaining and relaxation. At the heart of the residence, the chef’s kitchen features quality finishes, generous workspace, an eat-in dining area, and convenient access to the home’s main gathering spaces. Upstairs, two additional bedrooms share a Jack-and-Jill bathroom, with one bedroom offering a spacious adjoining sitting room and private terrace. A separate office provides a quiet and flexible space for working from home, reading, or managing daily tasks. The outdoor living spaces are equally impressive. Professionally landscaped gardens, bluestone terraces, ambient landscape lighting, and multiple seating and entertaining areas create a peaceful private sanctuary. An outdoor kitchen provides the perfect setting for alfresco dining, while the deeded dock and boat lift make it easy to enjoy boating, fishing, kayaking, and waterfront adventures throughout Sarasota Bay and the Gulf Coast. Tasteful updates completed over the years enhance the home’s comfort and enduring appeal while preserving its classic character. Whether enjoying quiet mornings in the garden, entertaining beneath the stars, or departing from your private boat slip for a day on the water, this Sarasota waterfront home offers an exceptional coastal lifestyle. Ideally located near Downtown Sarasota, Southside Village, Marie Selby Botanical Gardens, Sarasota Memorial Hospital, the Sarasota Bayfront, St. Armands Circle, and the renowned beaches of Siesta Key and Lido Key, this residence delivers an outstanding balance of privacy, convenience, and boating access.

1798 Lincoln Park Circle, Sarasota

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

5 Beds ⋅ 4 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code

A rare opportunity to own a one of a kind custom built residence in the heart of downtown Sarasota, 1680 Cherry Lane is tucked into one of Laurel Park's most charming streets while being just moments from everything that makes downtown so special. Blending timeless architecture with modern luxury, this brand new residence offers an exceptional lifestyle defined by thoughtful design, refined finishes, and one of Sarasota's most coveted locations. Spanning 3,128 square feet, this thoughtfully designed two story home features five bedrooms and four bathrooms, including a first floor primary suite and an additional main level bedroom that can easily function as a private office, guest suite, or den. Upstairs, three additional bedrooms provide flexibility for family, guests, or multigenerational living, creating a floor plan that is equally suited for everyday living and entertaining. At the heart of the home, the open concept living spaces are centered around a beautifully appointed chef's kitchen featuring premium Thermador appliances, custom cabinetry, quartzite countertops, and an oversized island that seamlessly connects the kitchen, dining, and living areas. Expansive PGT impact rated windows and doors flood the home with natural light while creating a seamless connection to the outdoor living spaces, while the private pool provide the perfect backdrop for year round entertaining and relaxation. Located within the highly sought after Southside Elementary School district, this exceptional residence is just minutes from downtown Sarasota's acclaimed restaurants, boutique shopping, Burns Court, Bayfront Park, Marina Jack, the city's vibrant arts and cultural scene, and Sarasota's world renowned Gulf beaches. Combining custom craftsmanship, luxury finishes, and an unbeatable location, 1680 Cherry Lane presents a rare opportunity to own a brand new custom home in one of Sarasota's most desirable neighborhoods.

1680 Cherry Lane, Sarasota

5 Beds ⋅ 5 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code

Virtually Staged. Rare brand-new construction in the heart of Laurel Park, 1681 Oak Street offers the ideal blend of modern luxury, thoughtful functionality, and an unbeatable downtown Sarasota lifestyle. Perfectly positioned in one of Sarasota’s most sought-after neighborhoods, this newly built residence places you just moments from downtown dining, shopping, Bayfront Park, Burns Court, Marina Jack, and Sarasota’s world-renowned Gulf beaches, while offering the charm and convenience of coveted downtown living. Spanning 3,128 square feet, the thoughtfully designed two-story floor plan features five bedrooms and four baths, including a first-floor primary suite and an additional main-level bedroom that can easily function as a private office, guest suite, or den. Upstairs, three additional bedrooms provide flexibility for family, guests, or multigenerational living, creating a layout that balances everyday comfort with long-term versatility. Designed for both elevated entertaining and daily living, the open-concept interior is centered around a beautifully appointed kitchen with premium Thermador appliances, custom cabinetry, quartzite surfaces, and seamless connection to the main living spaces. Expansive impact-rated PGT windows and doors fill the home with natural light while providing peace of mind and enhancing the home’s clean, modern aesthetic. Outside, a serene private pool creates a true backyard retreat and extends the living experience outdoors for year-round enjoyment. Whether hosting friends after dinner downtown or enjoying a quiet afternoon at home, the outdoor setting offers the perfect balance of privacy and relaxation. Located within the highly sought-after Southside Elementary School district and just minutes from Sarasota’s beaches, cultural amenities, restaurants, parks, and waterfront, 1681 Oak Street presents a rare opportunity to own a newly built home in Laurel Park, where quality construction, location, and lifestyle come together in one exceptional offering.

1681 Oak Street, Sarasota

2 Beds ⋅ 3 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code

Under Construction. Residence 401G at The Gallery Sarasota offers a rare blend of single-level convenience, private rooftop living, and boutique downtown design. This 2-bedroom plus office residence features 2.5 baths, 1,334 square feet of interior living space, and a private rooftop terrace with a partial water view. The main level is designed for effortless everyday living, with 10'4" ceilings, full-height windows, a generous primary suite, powder bath, laundry, and a modern kitchen anchored by a 10-foot statement island. Upstairs, the private rooftop level creates a distinctive retreat with a 156-square-foot terrace, a private office or den, and a second primary suite with its own terrace. The dual-suite layout offers exceptional flexibility for guests, extended stays, or shared ownership. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries for a more private, less hotel-like feel, impeccably crafted Italian finishes, deeded private garage parking, storage, a rooftop pool and social lounge, and a two-room fitness center with yoga studio. With just one residence remaining in the Majestic Rooftop Collection, 401G presents a rare opportunity to experience private rooftop living in downtown Sarasota. Schedule a private hardhat tour to experience the residence, amenities, and walkable downtown location firsthand.

1305 4th Street Unit 401G RT, Sarasota

2 Beds ⋅ 3 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code

Beautiful townhouse in Central Park II Recently painted with laminant flooring thruout the unit, two bedrooms upstairs each with own bath a half baths located close to downtown. This pet friendly complex has swimming pool , clubhouse and tennis courts. Close to downtown and a short ride to St Armands and the beaches.

850 S Tamiami Trail Unit 630, Sarasota

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

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