Central Sarasota Homes with Two Story Property Description

Central Sarasota Homes with Two Story Property Description

Welcome to Central Sarasota, Florida – a vibrant community that beautifully blends suburban charm with urban conveniences. Nestled in Sarasota County, this area is renowned for its lush landscapes, friendly neighborhoods, and an array of recreational activities. Central Sarasota offers residents a lifestyle filled with sunshine, cultural experiences, and a strong sense of community. With easy access to stunning Gulf Coast beaches, world-class dining, and shopping, it’s no wonder that this locale is a sought-after destination for families and professionals alike.

One of the standout features of Central Sarasota is its impressive selection of two-story homes. These properties not only provide ample living space but also deliver a unique architectural appeal that enhances the neighborhood's character. Whether you’re seeking a cozy family abode or a spacious residence for entertaining, the two-story homes in Central Sarasota cater to diverse preferences. With their open floor plans, high ceilings, and large windows, these homes are designed to maximize natural light and create an inviting atmosphere.

Imagine hosting gatherings in your expansive living room or enjoying quiet evenings on your private balcony overlooking the beautifully landscaped yard. The versatility of two-story living allows for dedicated spaces, whether it’s a home office, playroom, or guest suite, making it ideal for modern lifestyles.

Explore the charm of Central Sarasota and discover your dream two-story home today. Experience the perfect blend of comfort, elegance, and community that awaits you in this beautiful part of Florida!

Newest Central Sarasota Homes with Two Story Property Description

3 Beds ⋅ 4 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code

Set on a beautiful corner lot in the highly sought-after Cherokee Park neighborhood, this charming two-story residence offers three bedrooms, three-and-a-half baths, and a rare opportunity to create a home tailored to your vision. Surrounded by a lush, expansive yard with ample room for a pool, the property offers exceptional flexibility for its next owner. Enjoy the home's timeless character as it is, or take advantage of the opportunity to create your dream home in one of Sarasota's most established neighborhoods. Inside, a light-filled, open floor plan is complemented by beautiful wood floors and an inviting sense of warmth throughout. The main level features a comfortable guest bedroom with an adjacent full bath, as well as a spacious en-suite primary bedroom, offering the ease and convenience of first-floor living. Upstairs, a private en-suite retreat is filled with character, featuring charming dormer windows, built-in window seats, and extensive storage. Adding to the property's remarkable potential is a recently approved variance along the side of the lot, providing an additional 10 feet of buildable envelope and expanding the possibilities for a future renovation, addition, or new residence. Ideally situated West of the Trail, this exceptional property places you close to top-rated schools, Sarasota Memorial Hospital, the shops and dining of Southside Village, the world-renowned beaches of Siesta Key, and vibrant downtown Sarasota. With its coveted location, generous homesite, and unique development potential, this Cherokee Park property presents an extraordinary opportunity to create something truly special.

1585 South Drive, Sarasota

3 Beds ⋅ 3 Baths ⋅ Ashton Glen SubDv. ⋅ 34233 Zip Code

Welcome to 5301 Anthony Lane, a spacious pool home in the sought-after Ashton Glen community, where privacy, generous living spaces and an exceptional Sarasota location come together. Offering 3 bedrooms, 2.5 bathrooms and 2,526 square feet of living space, this home provides plenty of room for both everyday living and entertaining. One of the standout features is the home's private outdoor living space. Step outside to a large pool deck designed for the Florida lifestyle, with plenty of room for lounging, dining and gathering with friends and family. A dedicated bar area makes outdoor entertaining easy, whether hosting a weekend cookout, enjoying cocktails by the pool or simply relaxing at the end of the day. The surrounding landscaping creates a wonderful sense of privacy and makes the backyard feel like your own personal retreat. Inside, the generous floor plan offers comfortable living and entertaining spaces with three well-proportioned bedrooms and two-and-a-half baths. The home's layout provides flexibility for families, guests and those looking for additional space to work or relax. Ashton Glen is an established enclave of homes in a highly convenient Sarasota location, close to shopping, dining, recreation and the Legacy Trail, while still providing a quiet residential setting. Families will appreciate the highly regarded school district, with the community zoned for Ashton Elementary, Sarasota Middle and Riverview High School. With 2,526 square feet, a private backyard, expansive pool and entertaining area, and an excellent central Sarasota location, 5301 Anthony Lane offers the space and lifestyle today's buyers are looking for?all within easy reach of Sarasota's beaches, downtown, shopping and everyday conveniences.

5301 Anthony Lane, Sarasota

4 Beds ⋅ 5 Baths ⋅ Hartsdale SubDv. ⋅ 34239 Zip Code

Modern architecture, exceptional craftsmanship and resort-style outdoor living define this barely lived-in 2023-built contemporary residence. Offered furnished and immediately move-in ready, 1960 Boyce Street features 4 bedrooms, 4.5 baths and 4,033 square feet of sophisticated living space, complemented by a private pool and spa and oversized 3-car garage. Beyond the gated entry and expansive pavered driveway, the home's contemporary lines immediately set the tone. Inside, soaring cathedral ceilings, impact-rated windows and doors, sophisticated smart home conveniences, designer lighting and 32”x32” Maxxi tile flooring establishes the home’s clean contemporary aesthetic. A dramatic glass-railed staircase provides a striking focal point, while solid-core interior doors with concealed hinges and a shaft designed for a future elevator reflect the attention given to both form and function. The open living and dining areas center around a sleek fireplace and custom built-in wine bar, while a glass-walled office creates a private workspace without interrupting the home’s open flow. The gourmet kitchen impresses with 3cm quartz countertops with waterfall edge, custom Mouser cabinetry, full-height quartz backsplash, floating shelves, pot filler, Kohler fixtures and an oversized island with seating. Premium appliances include a Wolf 6-burner range with griddle, Wolf microwave, Sub-Zero wine and beverage refrigeration, Cove dishwasher and dedicated icemaker. Also positioned on the main level, the primary suite creates a private retreat removed from the upstairs guest accommodations. Its spa-inspired bath is finished with quartz countertops, custom tiled walls, a freestanding soaking tub, expansive glass-enclosed shower and Toto fixtures. The main-floor arrangement also includes a second bedroom suite, powder room and dedicated laundry, allowing the home to function comfortably for primarily single-level living while retaining the flexibility of a full second floor. Upstairs, DuChateau engineered European oak flooring brings warmth to the home's contemporary palette. An open loft-style family room creates a second gathering space and extends to its own balcony, while additional bedroom suites offer privacy for family and guests. One is particularly generous in scale—large enough to function as a second primary suite—and opens to a private balcony. Glass railings and porcelain tile continue the architectural vocabulary outdoors, while the open upper level overlooks the dramatic spaces below. Outdoor living takes center stage with an expansive porcelain-tiled patio, covered lounge and dining areas and summer kitchen with built-in natural gas grill. The heated pool features a sun shelf and fountain, accompanied by a heated spa and private tropical surroundings. Ideally positioned near Southside Village, Arlington Park and Sarasota Memorial Hospital, the home is also minutes from Downtown Sarasota, Marie Selby Botanical Gardens, Bayfront Park and Marina Jack, with Siesta Key, Lido Key and St. Armands Circle within easy reach. Built in 2023, furnished and barely lived in, 1960 Boyce Street delivers sophisticated contemporary design and exceptional indoor-outdoor living in one of Sarasota’s most desirable in-town locations.

1960 Boyce Street, Sarasota

4 Beds ⋅ 4 Baths ⋅ Southgate SubDv. ⋅ 34239 Zip Code

Extensively renovated, fully furnished and move-in ready, this exceptional South Gate residence offers over 4,000 square feet of beautifully updated living space with a flexible floor plan designed for everyday living and entertaining. Recent upgrades include a completely redesigned and expanded kitchen featuring custom high-end cabinetry, premium appliances, quartz countertops, a large center island, wine refrigerator, abundant workspace and a spacious eat-in dining area ideal for casual family meals. Renovations also include a new roof (2026), fresh interior and exterior paint (2026), extensive custom carpentry with shiplap accent walls, and the addition of a dedicated laundry room, creating a home that is as functional as it is beautiful. Offering four spacious bedrooms and four full baths, three of the baths have been completely renovated with stylish, high-end finishes, creating luxurious spaces for family and guests. One of the baths was just completed (2026). The versatile layout includes a dramatic great room with soaring vaulted ceilings and a fireplace, plus a separate family room featuring a second fireplace (renovated 2026), full second kitchen and laundry closet with private exterior entrance. This space can function as a private one-bedroom, one-bath guest suite with its living area, kitchen and entrance, ideal for guests, multi-generational living or potential rental income. The outdoor spaces are one-of-a-kind, featuring the first pool designed by renowned pool designer Lucas Lagoons. The heated PebbleTec pool showcases a grotto, waterfall, fountain and color-changing lighting. The sprawling tropical backyard offers many gathering areas with tiki lights, a fire pit, outdoor shower, rooftop seating area and a covered front porch with hanging swing chairs. The largest gathering area features a fully turfed space beneath a majestic oak tree surrounded by a lush bamboo hedge. Additional features include HVAC system (2024), water heater (2018), whole-house water filtration system (2018), pool enclosure screens (2019), one-car garage and circular driveway. Ideally in the desirable South Gate neighborhood, this home offers exceptional convenience just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota Memorial Hospital, shopping and dining. This rare property combines extensive renovations, extraordinary outdoor living and over 4,000 square feet in one of the sought-after central locations in Sarasota.

3624 S Lockwood Ridge Road, Sarasota

5 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota

5 Beds ⋅ 6 Baths ⋅ Hyde Park Heights SubDv. ⋅ 34239 Zip Code

Another exceptional Courtyard Modern residence is HERE! Welcome to 2419 Hillview Street, in the heart of Sarasota’s highly desirable Arlington Park neighborhood. This all-new, Sarasota School of Architecture-inspired design is currently being finalized and will showcase the clean lines, sophisticated finishes, and indoor-outdoor lifestyle Courtyard Modern is known for. Want to experience the quality, Schedule a private appointment to tour the completed model home at 2163 Hillview Street, where you can see the finishes, craftsmanship, and design details firsthand. Designed for modern Florida living, the new home features 5 bedrooms, 5½ baths, an elevator, and a 3-car open garage, along with a flexible, livable floor plan ideal for both everyday living and entertaining. The interior features concrete-style tile flooring, custom cabinetry, quartz countertops, professional-grade appliances, and beautifully designed baths. Outside, your private retreat will include a resort-style heated saltwater pool and spa, fenced backyard, low-maintenance xeriscape landscaping, and dramatic landscape lighting—creating a private oasis just minutes from everything Sarasota has to offer. The location is exceptional. Enjoy the convenience of Arlington Park with Morton's Gourmet Market, restaurants, shopping, parks, downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and the area's renowned beaches all within easy reach. For investors, the property's City of Sarasota location may offer the opportunity for one-week minimum vacation rentals, subject to applicable City regulations and requirements. call today to review the plans, specifications, finishes, and construction details. Other lots may also be available. Buyer to pay title-related charges, documentary stamp taxes, and applicable closing fees.

2419 Hillview Street, Sarasota

5 Beds ⋅ 6 Baths ⋅ Lewis Combs Sub SubDv. ⋅ 34239 Zip Code

Experience Sarasota living at its finest in this beautifully crafted new-construction home West of Trail. Offering five bedrooms and five-and-a-half baths, the residence features a thoughtfully designed floor plan with spacious interiors and seamless access to the outdoors. The first floor centers around an open kitchen and living area with expansive sliding glass doors leading to the private pool and outdoor entertaining space. The primary suite is also located on the first floor, offering a private retreat with a spa-inspired bathroom and generous closet space. Take the elevator upstairs, where you'll find additional bedroom suites for comfortable accommodations and privacy for family and guests. The location is hard to beat. You’re just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital and the Gulf beaches, with some of Sarasota’s best dining, shopping and everyday conveniences close by. New construction, a great floor plan and a location that puts you close to everything Sarasota has to offer.

1671 Arlington Street, Sarasota

5 Beds ⋅ 7 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Welcome to this exceptional waterfront home in the highly sought-after Harbor Acres neighborhood. With more than 5,000 square feet of living space, this five-bedroom, five-full-and-two-half-bath residence combines classic Spanish/Mediterranean style with comfortable living and beautiful waterfront views. Located on a private waterfront basin with direct access to Sarasota Bay, the home offers spectacular sunsets and an ideal setting for enjoying the Florida lifestyle. The home features two primary suites, one on each level. The first-floor suite has private garage access and is well suited for guests, extended family, or multigenerational living. The additional bedrooms offer flexibility for offices, a fitness room, or other uses. The spacious interior includes a gourmet kitchen with granite and quartz countertops, wet bar, wine cooler, breakfast bar, and open access to the family room. Multiple electric fireplaces add warmth and character, and an interior elevator provides easy access between floors. Outdoor living is a major highlight. Covered lanais on both levels overlook the heated PebbleTec pool, spa, and waterfront. A covered outdoor dining area with summer sink and pool bath provides an ideal space for entertaining. Tropical landscaping adds privacy and creates a relaxing resort-style setting. Boating enthusiasts will appreciate the deep-water dock with boat lift and room for a large vessel, with convenient access to Sarasota Bay and the surrounding waterways. The home is move-in ready and has been meticulously maintained. Recent improvements include three new AC/HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, and a 22KW Generac generator, along with more than $50,000 in additional upgrades. Harbor Acres is conveniently located near Downtown Sarasota, Lido Key, and Siesta Key, as well as excellent restaurants, boutique shopping, hospitals, medical offices, banks, and everyday conveniences. A rare opportunity to own a spacious waterfront home with direct Sarasota Bay access, excellent boating amenities, a private pool and spa, and flexible living spaces in one of Sarasota's most desirable neighborhoods.

1444 Harbor Drive, Sarasota

2 Beds ⋅ 3 Baths ⋅ Courtyard Villas SubDv. ⋅ 34233 Zip Code

Welcome to Courtyard Villas, where easy, low-maintenance living meets an incredibly convenient Sarasota location. This inviting villa offers the comfort and privacy of a home with the simplicity of a condominium lifestyle—perfect for a full-time residence, seasonal retreat, or those looking to downsize without giving up the things that matter. Step inside to a bright, updated, comfortable living space designed for relaxed Florida living. New AC unit and newer appliances provide peace of mind! Enjoy your morning coffee or unwind at the end of the day on the large and private screened outdoor living area, while the attached garage provides the convenience and storage that's often difficult to find in a condo. Located in the heart of Sarasota, Courtyard Villas puts shopping, dining, medical facilities and everyday conveniences just minutes from your door. And when it's time to enjoy the Florida lifestyle, the world-famous beaches of Siesta Key, downtown Sarasota, golf, entertainment and cultural attractions are all within easy reach. Whether you're escaping cold winters, simplifying your lifestyle, or looking for a Sarasota home you can enjoy year-round, this villa offers an appealing combination of location, convenience and low-maintenance living. Come see why Courtyard Villas could be the Sarasota home you've been waiting for. Schedule your private showing today!

4096 Center Pointe Place Unit 20B, Sarasota

4 Beds ⋅ 4 Baths ⋅ Matheneys Sub SubDv. ⋅ 34239 Zip Code

Welcome to an understated masterclass in coastal sophistication. Custom-built by renowned builder Jonas Yoder, this new construction residence offers over 3,000 square feet of impeccably crafted living space in one of Sarasota’s most desirable neighborhoods. From the instant you step toward the entrance—welcomed by the warm, flickering glow of a classic Bevolo gas lantern—it becomes clear that this home was curated for those who appreciate bespoke quality and timeless style. At the heart of the main floor lies a culinary haven engineered for both daily living and grand entertaining. The chef’s kitchen is outfitted with top-tier Thermador appliances, an integrated wine refrigerator, and a massive walk-in pantry equipped with custom built-in cabinetry. Adjoining the kitchen, the formal dining area is anchored by a striking sculptural light fixture, setting the stage for memorable dinner parties. Unwind in the generous great room, where a backlit feature wall with a unique fireplace serves as an eye-catching focal point. Sunlight pours into every corner, while expansive glass doors slide away to connect the interior with the outdoor oasis, mastering the seamless art of indoor-outdoor living. Positioned privately on the main level, the owner's suite is a light-drenched sanctuary designed for ultimate comfort. Framed by serene views of the backyard, this retreat features not one, but two expansive walk-in closets. The master bath resembles a high-end spa, beautifully appointed with classic finishes, double vanities, a deep soaking tub, and a spacious walk-in shower. Also on the first floor, a versatile fourth bedroom or dedicated office offers quiet flexibility for remote work or guests. Upstairs, two additional ensuite bedrooms with large closets provide private quarters for family or visitors, complemented by generous hallway storage. Step through the glass doors onto the covered porch, complete with automated screens that adjust for comfort and shade at the touch of a button. The backyard is a private resort designed for effortless outdoor living: take a dip in the sparkling pool, framed by a pristine, low-maintenance turf lawn illuminated by a low-voltage lighting system. A fully equipped outdoor kitchen boasting a gas grill, sink, and outdoor refrigerator promises endless evenings of effortless hosting under the stars. Location completes the story. Peacefully situated outside of high-risk flood zones, this property places you just steps from desirable Southside Village. Stroll to Morton’s Gourmet Market, explore boutique shopping, or sample approximately 17 nearby neighborhood restaurants. With vibrant downtown Sarasota and the quartz-sand beaches of Siesta and Lido Key only minutes away, this residence isn't just an incredible home it is a masterpiece of Sarasota living.

1426 S Osprey Avenue, Sarasota

5 Beds ⋅ 5 Baths ⋅ Rustic Lodge SubDv. ⋅ 34239 Zip Code

Introducing an exquisite New Construction, 3,356 sq. ft. with 5 bedrooms and 5 full bathrooms, home in the heart of Sarasota. *Pool installation is in progress, with a projected completion of early August.* This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, and a large laundry room. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.

2420 Floyd Street, Sarasota

5 Beds ⋅ 3 Baths ⋅ Bayview SubDv. ⋅ 34239 Zip Code

Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings, natural light, and high-quality finishes throughout. The home features a modern and elegant kitchen with top-of-the-line Cafe' appliances, quartz countertops, and custom cabinetry. The primary bedroom located on the upper level can be accessed by elevator is a true sanctuary, offering a plush and peaceful retreat. It boasts vaulted ceilings, en-suite bathroom that includes a soaking tub and a separate shower that's great for unwinding after a long day. The room also features a generously sized walk-in closet with abundant space for storage and organization as well as a private terrace. On the second floor you will find three vast bedrooms, with plenty of closet space for added convenience and comfort. One of the most notable features of the second floor is the sizable sundeck and balcony, which are attached to both bedrooms. The laundry room is conveniently located on the second floor as well. The spacious bonus room offers endless possibilities, from an office, den, playroom, media center or a home gym. This home has two patios with an outdoor area with a large pool and hot tub that seamlessly blend the indoor and outdoor living with meticulously planned landscaping. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping in the area. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.

1647 Siesta Drive, Sarasota

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