Central Sarasota Homes with Two Story Style

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, Central Sarasota

$5,500,000

5 Beds ⋅ 6 Baths ⋅ A4703787 MLS

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, Central Sarasota

$2,650,000

5 Beds ⋅ 6 Baths ⋅ A4703714 MLS ⋅ 2419 BLDG.

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 Street, Central Sarasota

$500,000

3 Beds ⋅ 3 Baths ⋅ A4703433 MLS

Nestled on a quiet tree lined street in Woodland Park, this thoughtfully designed two story POOL home features three bedrooms, two and a half bathrooms, two separate living spaces and a dining area. Abundant natural light streams through sliding glass doors, creating a seamless connection between the indoors and outdoor pool area, complete with a screened-in lanai and pool. Surrounded by mature oak trees (and a loquat tree!), the home provides a sense of peace and privacy, while also providing nearly 2,000 square feet and smart storage. A NEW ROOF was added in September 2025 with a 25-year transferable workmanship and materials warranty along with a new high tech garage door motor. Woodland Park is a highly sought-after neighborhood with no CDD and low HOA fees. The community provides a tranquil atmosphere while being conveniently located near everything Sarasota has in store, including the Legacy Trail just a few blocks away, I-75 (3 miles), Downtown Sarasota (5 miles), parks, shopping, restaurants, beautiful beaches, and an excellent school district. With a little vision and some modern updates, this is a fantastic opportunity to become part of a special community.

735 Forestview Drive, Central Sarasota

$2,995,000

5 Beds ⋅ 6 Baths ⋅ A4703257 MLS

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, Central Sarasota

$6,999,900

5 Beds ⋅ 7 Baths ⋅ A4703040 MLS

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, Central Sarasota

$280,000

2 Beds ⋅ 3 Baths ⋅ A4702855 MLS ⋅ Na BLDG.

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, Central Sarasota

$2,999,000

4 Beds ⋅ 4 Baths ⋅ A4703064 MLS

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, Central Sarasota

$2,190,000

5 Beds ⋅ 5 Baths ⋅ A4702530 MLS

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, Central Sarasota

$1,690,000

5 Beds ⋅ 3 Baths ⋅ A4702256 MLS

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, Central Sarasota

$3,790,000

5 Beds ⋅ 5 Baths ⋅ A4702123 MLS

Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an expansive open-concept floor plan create an immediate sense of scale and refinement. The chef’s kitchen is appointed with premium GE Café appliances, quartz countertops, and custom cabinetry, flowing effortlessly into the main living and entertaining spaces. The residence also includes a spacious two-car garage equipped with an installed electric vehicle charger for added convenience and modern functionality. Walls of sliding glass doors open to a beautifully enhanced outdoor retreat featuring lush upgraded landscaping, a resort-style pool with a newly added waterfall feature, a fully equipped outdoor kitchen, and a covered dining area complete with remote-controlled mosquito and sun screens for year-round comfort and effortless entertaining. The primary suite serves as a private sanctuary, filled with natural light and designed for both comfort and elegance. The space features a generous walk-in closet, direct access to the outdoor living area, and a spa-inspired bath with a soaking tub and separate glass-enclosed shower. A newly installed stainless steel Bosch built-in coffee system adds an additional layer of luxury, while designer wallpaper and remote-controlled screens throughout the home provide a refined finish and enhanced comfort. Upstairs, three spacious guest suites each feature their own en-suite bathroom, creating ideal accommodations for family and visitors alike, in addition to a spacious media room designed for relaxed living and entertaining. A large rooftop terrace overlooking the pool provides an exceptional setting for relaxing or entertaining. Perfectly positioned between Siesta Key and Downtown Sarasota, this residence offers convenient access to world-class beaches, dining, shopping, and cultural attractions. Thoughtfully designed with timeless architecture, elevated finishes, and exceptional attention to detail throughout, this home delivers an elevated yet comfortable living experience for modern luxury living.

1805 Goldenrod Street, Central Sarasota

$482,000

5 Beds ⋅ 5 Baths ⋅ TB8536136 MLS

Spacious 5-bedroom, 5-bath home with a flexible floor plan and plenty of living space. Four bedrooms feature private en-suite baths. Open kitchen and living room with slider doors out to the porch. Two living areas, including one with a wood-burning fireplace, provide space for everyday living and entertaining. Additional features include a screened patio and porch, circular driveway, covered carport, fenced backyard with access to the Legacy Trail, and room for boat or RV parking. Property being sold As-Is.

2321 Ingram Avenue, Central Sarasota

Central Sarasota Homes with Two Story Style

Newest Central Sarasota Homes with Two Story Style

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