Central Sarasota Homes with Courtyard Exterior Features

Central Sarasota Homes with Courtyard Exterior Features

Welcome to Central Sarasota, Florida—a vibrant hub that beautifully blends the charm of suburban living with the excitement of city life. Nestled in Sarasota County, this enchanting area is renowned for its picturesque landscapes, cultural richness, and a welcoming community atmosphere. With its proximity to stunning beaches, lush parks, and an array of dining and shopping options, Central Sarasota offers an ideal setting for families, retirees, and anyone in search of a fulfilling lifestyle.

One of the standout features of homes in Central Sarasota is the captivating courtyard exterior. Imagine stepping out of your home into a serene outdoor space that serves as your personal oasis. These thoughtfully designed courtyards not only enhance the aesthetic appeal of the property but also provide an intimate setting for relaxation, entertaining, or simply enjoying the warm Florida sunshine. Whether you’re sipping your morning coffee surrounded by lush greenery or hosting a delightful evening gathering under the stars, a courtyard home offers a unique blend of privacy and open-air enjoyment.

In Central Sarasota, you’ll find a variety of architectural styles that incorporate these charming courtyards, allowing residents to personalize their outdoor living experience. The community’s commitment to maintaining a beautiful environment is evident in the well-kept gardens and vibrant neighborhood spirit.

As you explore the possibilities of calling Central Sarasota home, consider the allure of a property with courtyard exterior features—where comfort meets style, and every day feels like a vacation. Embrace the lifestyle you’ve always dreamed of in this exceptional Florida gem!

Newest Central Sarasota Homes with Courtyard Exterior Features

1240 Hillview Drive, Sarasota
$14,950,000
4 Beds ⋅ 4 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

1240 Hillview Drive, Sarasota

4250 King Richard Lane, Sarasota
$618,000
3 Beds ⋅ 2 Baths ⋅ 34232 Zip Code
A Waterfront Sanctuary with a Bohemian Soul. Homes like this don’t come along twice. Set on 145 feet of lake frontage in Sarasota’s established Nottingham neighborhood, 4250 King Richard Lane is a true one-of-one retreat. Its owners spared no expense remaking it, and every space reflects that. A mahogany front door opens to a travertine foyer and a vaulted great room. A sage shiplap wall frames a linear fireplace wrapped in travertine and topped with a rustic pecky cypress mantel and floating shelves. A travertine sunroom lined with glass windows looks out over the water, showcasing the sunrises and sunsets that glimmer over this natural oasis filled with wildlife and raw nature. Expansive outdoor living spaces reflect the intentions of enjoying every inch of the natural outdoors. The kitchen is the showpiece, set beneath a black coffered ceiling with brass-toned accents and framed by a timber beam and stacked-stone walls. It features: sage cabinetry and veined stone counters, a handcrafted glossy tile backsplash and chevron-wood shelving to display, your favorite spices or pottery, boutique style black stainless appliances, an oversized island with the range, under-counter beverage coolers, and a custom herringbone-wrapped banquette perfect for open concept entertainment. Both bathrooms are spa-inspired retreats. The primary has a walk-in shower with frameless glass, large-format stone-look walls, a rainfall head, and a river-rock floor, plus dual vessel sinks. The guest bath has a blue marble-look slab shower with a flagstone niche and a sliding glass door. Outside is a private resort nestled in tranquil waters outlining the surrounding greenery. A cedar pergola shades a paver lounge with an infrared sauna. Exotic-wood decks, a boardwalk, and a dock follow the new rock seawall, past a stone water feature, bamboo screening, and planters bursting with color. The fenced lawn opens to a paver walkway and fire pit framed by palms and sea grape, an ideal spot to end the day as the sun sets over the lake. Peace of mind comes standard: a new standing seam metal roof and gutters with long term warranty, hurricane windows and shutters, security monitoring system and irrigation, a new electrical panel with a Level 2 EV charger, polyaspartic coating on the garage, driveway, and walkways with a 15-year transferable warranty. This old Florida home tastefully elevated to integrate modern elegance offers three bedrooms, two baths, and about 1,700 sq ft, minutes from downtown, the beaches, and UTC. Furnishings are negotiable, including the sauna with a turnkey option available upon request. Come experience it in person and feel the energetic vibrancy of this au natural abode. This one may change your life.

4250 King Richard Lane, Sarasota

2110 Euclid Terrace, Sarasota
$625,000
4 Beds ⋅ 3 Baths ⋅ Euclid Sub SubDv. ⋅ 34239 Zip Code
Location, flexibility, and income potential come together at 2110 Euclid Terrace in Sarasota’s highly desirable Arlington Park neighborhood. This unique property features a 3-bedroom, 2-bath main residence plus a separate 1-bedroom, 1-bath guest house with its own full kitchen, living area, and private driveway, currently rented for $1,200 per month and offering immediate income for the new owner. Both the main home and guest house have new roofs installed in 2025, adding an important update to this character-filled property. Tucked away on a quiet dead-end street, the location is exceptional—less than a mile from Sarasota Memorial Hospital, just minutes from Downtown Sarasota and Southside Village, and convenient to Siesta Key, Lido Key, shopping, dining, and Sarasota’s renowned Gulf Coast beaches. Arlington Park is just a short walk away, offering an aquatic center, fitness facilities, tennis and basketball courts, playgrounds, picnic areas, and more. Inside, the main residence blends Mid-Century character with distinctive details including high ceilings with exposed wood beams, Spanish tile flooring, hand-carved wood doors, and a beautiful stone wood-burning fireplace. The centrally located eat-in kitchen features solid wood cabinetry and newer stainless-steel appliances. Whether you’re looking for a primary residence with built-in rental income, space for extended family or guests, or an investment opportunity in an outstanding Sarasota location, this property offers a combination that is increasingly difficult to find—two separate living spaces, $1,200 in current monthly rental income, 2025 roofs, and an Arlington Park address close to everything Sarasota has to offer.

2110 Euclid Terrace, Sarasota

4091 Center Pointe Place Unit 40A, Sarasota
$265,000
2 Beds ⋅ 2 Baths ⋅ Courtyard Villas SubDv. ⋅ 34233 Zip Code
Your ideal opportunity to spend the 2027 season in sunny Sarasota awaits. This lovely home is being offered turnkey furnished, making your transition to Florida living effortless. Simply bring your suitcases, unpack and start enjoying the sunshine! You'll be just a short distance from one of two community pools, with the added benefit of low monthly maintenance fees that may even be reduced next year. Embrace the Florida lifestyle with wonderful outdoor living spaces, including a fully screened front entry and a spacious 25-by-17-foot screened paver patio. An additional garden area featuring artificial turf and built-in drainage creates the ideal private retreat for your furry friends! Inside, this charming home is tastefully appointed with coastal-inspired décor and furnishings, complemented by attractive vinyl-plank flooring throughout. The vaulted ceiling and textured walls in the living area create a bright, airy and inviting atmosphere. The primary suite features an en-suite bath and a queen-size bed with an adjustable upper-body feature for added comfort. The guest bedroom offers a rarely used, three-year-old double bed, ready to welcome family and friends. Enjoy added peace of mind with hurricane-resistant windows and sliding glass doors, all installed just three years ago. The roof, replaced in 2020, is the association's responsibility. Additional updates and mechanical details include a 2014 water heater and a 2013 air-conditioning system. Location, lifestyle and convenience, this home has it all. Ideally near the world-famous, powdery quartz-sand beaches of Siesta Key and just a short distance from the vibrant dining, shopping, arts and cultural attractions of downtown Sarasota. Your Sarasota seasonal escape is waiting, come enjoy the sunshine and start living the Florida dream.

4091 Center Pointe Place Unit 40A, Sarasota

3978 Overlook Bend Terrace Unit 25, Sarasota
$209,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Ridge Villas SubDv. ⋅ 34232 Zip Code
UPDATED FRENCH PROVINCIAL STYLE VILLA IN Glen Oaks Ridge...A 55+ community with plenty of amenities! Please come tour this END unit villa offering a private carport and driveway plus plenty of guest parking AND...CENTRALLY located near UTC, Downtown, Bobby Jones Golf Course, Orioles Spring Training park, St. Armand's, Lido Beach AND a brand new park on 17th St with numerous attractions! Two bedrooms and Two updated bathrooms Plus the primary bedroom has a walk in closet. The updated kitchen has been "opened up" to the common area rooms and is equipped with a new breakfast bar, new kitchen cabinets (with soft close doors/drawers and 2 cabinets with 5 pullout drawers each) with subway backsplash, quartz countertops new stainless steel refrigerator, Range, exhaust fan and dishwasher. Other interior upgrades include beautiful porcelain tile flooring & baseboards, Plantation shutters, lighting fixtures and newer ceiling fans throughout. The HVAC AND DUCTWORK & Hot water tank were recently replaced. You'll have a large laundry room/storage room/utility room with NEW washer/dryer and a new wash tub. Outside you have a beautiful new paver courtyard and newly screened in front porch with Solar Screening. Glen Oaks Ridge has amenities to include a beautiful heated pool overlooking the lake and a lake fountain, clubhouse with billiards, event planning, social activities, putt putt, shuffle board, gym, etc. The condo fee includes Water, Sewer, Trash, Basic Cable, BUILDING INSURANCE, on site manager, rec facilities, ground maintenance, building exterior maintenance, roof repairs and replacement! This is a great value listed @ $209,000! Check out this great song about this listing: https://tinyurl.com/53f5jn8s

3978 Overlook Bend Terrace Unit 25, Sarasota

2149 Hyde Park Street, Sarasota
$2,174,000
4 Beds ⋅ 4 Baths ⋅ La Linda Terrace SubDv. ⋅ 34239 Zip Code
MODERN. MAGNETIC. Welcome to 2149 Hyde Park Street, a custom-designed architectural statement by Modus Builders and the 2025 SRQ Magazine Home of the Year Platinum winner. Located in coveted Arlington Park with no HOA fees, this striking 4-bedroom, 3.5-bath residence pairs bold mid-century modern inspiration with warm natural materials, innovative construction, and seamless indoor-outdoor living—all moments from Downtown Sarasota and the #1 beach in the country "Siesta Key". Inside, soaring ceilings, expansive impact windows, gorgeous engineered hardwood flooring, Venetian plaster, and curated designer lighting create an atmosphere that feels both sophisticated and seductive. The open living space makes a dramatic impression with a custom stone-clad media wall, sleek linear fireplace, built-in speakers, statement art walls, and a floating open-riser staircase that feels more like sculpture than structure. A smart-home automation and entertainment system places lighting, sound, and everyday comfort effortlessly at your fingertips. The kitchen is a showstopper—showcasing solid-wood custom NAC cabinetry by Metro, quartz surfaces, premium Dacor appliances, natural gas cooking, brass accents, and an oversized waterfall-edge island illuminated by a cascade of sculptural pendant lights. Twelve-foot ceilings and polished Venetian plaster continue through the kitchen and dining areas, while the open layout creates an unforgettable setting for cocktails, dinner parties, and relaxed evenings at home. The first-floor primary suite offers a moody, private retreat with custom wall treatments, an integrated media display, designer lighting, and built-in closet cabinetry. Its spa-inspired bathroom is equally dramatic, featuring a freestanding soaking tub, oversized walk-in shower, floating dual-sink vanity, expansive illuminated mirror, and floor-to-ceiling designer tile. Three additional bedrooms and beautifully finished guest baths provide stylish accommodations, while custom built-ins and distinctive lighting carry the home’s design-forward aesthetic throughout. Outside, the residence transforms into a private after-dark escape. The fenced courtyard features a saltwater pool, expansive porcelain decking, lounge and dining areas, a grilling station, linear fire feature, low-maintenance xeriscaped landscaping, and custom architectural lighting that washes the home in a warm evening glow. Walls of glass connect the interior to the pool, allowing the home’s dramatic architecture and outdoor living spaces to become one continuous experience. Arlington Park places you near Morton’s Gourmet Market, acclaimed restaurants, Sarasota Memorial Hospital, Downtown Sarasota, and the boutiques and dining of Southside Village. The nearby Arlington Park & Aquatic Complex offers a lap pool, walking trail, dog park, fitness areas, tennis, basketball, and more, while Siesta Key, Lido Key, St. Armands Circle, and Sarasota’s renowned cultural attractions are only minutes away. Award-winning architecture, custom interiors, a private saltwater pool, exceptional walkability, and no HOA fees—2149 Hyde Park Street is not simply a modern Sarasota home; it is a lifestyle designed to make an impression.

2149 Hyde Park Street, Sarasota

2482 Wisteria Street, Sarasota
$730,000
2 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code
TURNKEY mid-century style and inviting outdoor spaces come together at this two-bedroom, two-bath home with a versatile den in Sarasota’s sought-after Arlington Park area. Near Sarasota Memorial Hospital and Southside Village, the home offers an open layout that seamlessly connects the kitchen, dining, and living spaces. New AC 2020, All new Turf and landscaping complete 2023, Electrical 2021, Hurricane/Impact Sliding Doors 2023, and all new PVC plumbing in 2023. The kitchen features white wood cabinets, stainless steel appliances, and an expansive island with seating, while the den provides flexible space for an office, gym, playroom or additional bedroom. The new hurricane impact floor to ceiling sliding doors extends the living area, opening to a private tranquil gazebo and fenced backyard. Large geometric pavers interspersed with turf create a striking outdoor gathering space, complemented by shade sails and lush tropical landscaping—a thoughtful setting for everyday relaxation and entertaining. Both renovated bathrooms feature distinctive finishes; including textured tile, contemporary fixtures, and walk-in showers with glass partitions with no step into shower. Bright bedrooms and a dedicated laundry area complete the functional layout. With no mandatory HOA, located within city limits, low-maintenance turf, and minimal upkeep needed, this beautifully reimagined home pairs design and practicality, with convenient access to Arlington Park, the hospital district, Southside village, downtown Sarasota, and the Gulf beaches. INVESTORS- see attached AirDNA projection, over $34,000 revenue, excellent location. PREFERRED LENDER RATE BUYDOWN AVAILABLE.

2482 Wisteria Street, Sarasota

2546 Loma Linda Street, Sarasota
$899,000
3 Beds ⋅ 3 Baths ⋅ Rustic Lodge SubDv. ⋅ 34239 Zip Code
Classic Sarasota character meets a fresh, modern lifestyle at 2546 Loma Linda Street, where an original Amish-built Craftsman has been thoughtfully reimagined and expanded with a new two-story guest house and private swimming pool. Rich in architectural charm yet completely updated for today, this turnkey furnished, inviting property offers exceptional flexibility for everyday living, hosting family and friends, working from home, or creating a private retreat—all in a convenient in-town Sarasota location. Inside the main residence, original character is complemented by an extensive transformation that feels bright, cohesive, and move-in ready. Luxury vinyl plank floors extend throughout, while newly finished walls and closets, contemporary interior doors and moldings, fresh paint, updated bathrooms, and abundant PVC windows bring a clean, modern sensibility to the home. Original Craftsman details remain part of its personality, including built-ins, graceful arched openings, a fireplace, and a light-filled sunroom. The open design creates long sightlines through the main living spaces, giving the home a surprisingly spacious feel. The living room centers around the fireplace and flows naturally into a beautifully redesigned kitchen finished with quartz countertops, crisp shaker-style cabinetry, all-white appliances, a herringbone tile backsplash, breakfast bar, pantry storage, and generous workspace. Beyond, the charming dining room is surrounded by windows, creating a sunlit setting for morning coffee, casual meals, and entertaining. The primary bedroom now enjoys the privacy of a newly created en-suite bath, while the second bedroom also has convenient access to its own bathroom. Together, the two-bedroom layout provides comfortable separation and privacy while retaining the intimate scale and character that make the home so appealing. The transformation continues outdoors. Completed in 2025, the detached two-story guest house significantly expands the possibilities of the property. The first level offers its own living area and galley kitchenette, while upstairs, a bedroom suite with a brand-new bath and loft-style flex space creates a private environment for guests, extended stays, a home office, studio, or additional recreational space. Its handsome barn-inspired architecture and natural wood doors bring another layer of character to the property. Also completed in 2025, the private swimming pool creates a relaxed backyard retreat framed by tropical landscaping. A shallow sun shelf invites afternoons in the water, while adjacent outdoor seating and dining areas provide space to unwind or entertain. The main residence and guest house come together around this private outdoor setting, giving the property the feel of a secluded Sarasota compound. Additional improvements include new A/C systems, PVC windows, water heater, landscaping, and exterior doors in 2023. The roof on both the main and guest residences were replaced in 2024. Beyond the property, the location puts some of Sarasota's best experiences within easy reach. Enjoy convenient access to Downtown Sarasota, neighborhood parks and recreation, shopping and dining, Sarasota’s bayfront, Marie Selby Botanical Gardens, Marina Jack, and the arts and cultural venues of the city center. Southside Village and Sarasota Memorial Hospital are also nearby, while the white sands of Siesta Key Beach, Lido Key and St. Armands Circle are just a short drive away.

2546 Loma Linda Street, Sarasota

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