Central Sarasota Homes with Courtyard Exterior Features

Central Sarasota Homes with Courtyard Exterior Features

Welcome to Central Sarasota, a vibrant gem nestled in the heart of Florida’s picturesque Sarasota County. Known for its lush landscapes, stunning waterfronts, and a rich tapestry of cultural offerings, Central Sarasota is the perfect blend of urban convenience and natural beauty. With its close proximity to the sparkling Gulf of Mexico, residents enjoy a lifestyle that seamlessly integrates leisure and community.

One of the most alluring features of homes in Central Sarasota is the charming courtyard exterior. These thoughtfully designed homes often boast inviting courtyards that serve as private retreats, ideal for relaxing evenings or entertaining friends and family. Imagine stepping through your front door to a serene outdoor space, complete with lush greenery, vibrant flowers, and perhaps a cozy seating area where you can sip your morning coffee or unwind after a long day.

The courtyard design not only enhances the aesthetic appeal of the home but also promotes a sense of community and connection. Neighbors can gather for casual chats or outdoor barbecues, fostering relationships that make Central Sarasota feel like a true neighborhood. With a variety of styles and sizes available, there’s a home with a courtyard that perfectly fits your lifestyle and taste.

Living in Central Sarasota means embracing a lifestyle filled with cultural experiences, outdoor adventures, and a welcoming community spirit. Whether you’re drawn to the arts, the beautiful beaches, or the vibrant dining scene, Central Sarasota offers a little something for everyone. Come explore the charm of courtyard homes and discover your dream oasis in this delightful city!

Newest Central Sarasota Homes with Courtyard Exterior Features

$149,900
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Gdn Apts SubDv. ⋅ 34232 Zip Code
Virtually Staged. Welcome to Glen Oaks where location, lifestyle, and value come together in one beautifully updated 55+ community home. This spacious 2-bedroom, 2-bath residence features a recently painted and very well maintained space, with newer appliances and new water heater in 2022. The oversized primary suite includes two spacious closets, and the smart layout makes the home feel significantly larger than its approximately 950 sq ft. One of the standout features is the back patio overlooking peaceful open green space, and the front door overlooking beautifully maintained courtyard. The location is exceptional. Residents are just steps from a public golf course and lawn bowling. UTC mall and downtown Sarasota are both just 5 miles away, I-75 is only 4 miles, and SRQ airport is only 6 miles. Enjoy easy access to world-famous Gulf Coast beaches including Lido Key at 7 miles away and Siesta Key Beach just 10 miles away. Anna Maria is also an easy drive for dining, shopping, and beach days. Residents here enjoy access to community amenities including a pool, fitness center, shuffleboard, and pet-friendly policies. All within a welcoming 55+ community. Whether you're searching for a full-time Sarasota residence, seasonal getaway, winter retreat, low-maintenance snowbird lifestyle near golf, shopping, dining, and beaches, this home checks all of the boxes.

1310 Glen Oaks Drive E Unit 383E, Sarasota
$1,550,000
6 Beds ⋅ 5 Baths ⋅ Long Meadow SubDv. ⋅ 34239 Zip Code
Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.

2069 Bougainvillea Street, Sarasota
$208,900
3 Beds ⋅ 3 Baths ⋅ Beneva Ridge SubDv. ⋅ 34233 Zip Code
Investor Alert! *** Tenant Occupied End Unit *** 3 bedroom, 2.5 bath townhouse condo in recently updated Beneva Ridge complex. Excellent Sarasota location close to amenities, shopping, public transportation, etc. Unit is currently occupied by wonderful tenants with lease running through 5-14-27. Monthly rent $1,900. Many updates including granite kitchen countertops, newer central air, brand new stove and washing machine. Also, a brand new tiled shower and glass door was just installed in the primary bathroom. All bedrooms and two full bathrooms are upstairs. Kitchen, dinette, living room and half bathroom are on first level. Unit is near the clubhouse and pool with pool view from primary bedroom. Storage closet at entry door and fenced patio at rear of the unit. Owner is listing agent. Listing photographs were taken prior to tenant occupancy but give a general idea of condition.

4001 Beneva Road Unit 349, Sarasota
$805,000
4 Beds ⋅ 3 Baths ⋅ Sherwood Forest SubDv. ⋅ 34232 Zip Code
Welcome to this charming custom home located at the end of a cul-de-sac in one of Sarasota’s most desirable (and very friendly) neighborhoods with an enchanted canopy of Spanish moss covered oak trees. Enjoy breathtaking views of an island of palms. Inside, the home has custom textured and raised ceilings with lovely cut outs, slopes and curves instead of squared rooms. This home offers a flexible layout with separate living, dining, and family rooms. The kitchen features granite countertops, a large pantry, a beverage nook, breakfast bar and a sunny dining are with views of the pool and lake. A spacious master suite has a walk-in closet with shelving and a luxurious bath, complete with a large soaking tub, walk-in shower with double shower heads and sliding door leading out to a very private deck and hot tub/pool area. The second and third bedrooms each have cozy lofts with ladders, while the fourth bedroom has a walk in closet and is ideal for guests or a home office, with a bathroom access door. An oversized utility room provides storage and additional space for work or hobbies. Step outside to a true retreat with a resurfaced pool and travertine deck and outdoor kitchen all with views of the lake and island. Lots of wildlife to observe with birds, ducks, turtles and more. A screened in lanai has both shaded and sunny areas, perfect for entertaining or relaxing in the pool with a brand new heat pump, pool cover, pool pump and solar ionizer to keep pool clear. Beautiful gardens with flowers surround the house. This lovely home checks all the boxes and is a must see to appreciate the unique beauty!

4424 Friar Tuck Lane, Sarasota
$325,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Manor Homes SubDv. ⋅ 34232 Zip Code
Just Reduced! Take advantage of this exciting price improvement and discover easy Florida living in the highly desirable Glen Oaks Manor community. This beautifully maintained 2-bedroom, 2-bathroom villa offers 1,630 square feet of comfortable living space with a thoughtfully designed floor plan, abundant natural light, and exceptional indoor-outdoor living. Step inside to spacious living and dining areas that flow seamlessly into a bright, inviting kitchen featuring solid surface countertops, stainless steel appliances, abundant cabinetry, and a charming breakfast nook overlooking the private courtyard. The spacious primary suite offers direct access to the expansive screened lanai, creating a peaceful retreat to enjoy your morning coffee or unwind in the evenings. A comfortable guest bedroom and adjacent full bath provide the perfect accommodations for family and visitors. One of this home's standout features is the oversized screened lanai, offering an ideal space for year-round entertaining or simply relaxing while enjoying Florida's beautiful weather. Beyond the lanai, you'll find an additional open-air patio nestled among mature tropical landscaping, colorful flowering shrubs, and a tranquil private courtyard that provides both beauty and privacy. Additional highlights include an attached 2-car garage, lush mature landscaping, and a serene setting within one of Sarasota's most established and sought-after communities. The monthly HOA fee provides low-maintenance living, giving you more time to enjoy everything the Sarasota lifestyle has to offer. Perfectly located just minutes from downtown Sarasota, University Town Center shopping and dining, golf courses, parks, medical facilities, and the world-renowned Gulf Coast beaches, this villa offers comfort, convenience, and exceptional value. With its recent price improvement, this is an outstanding opportunity to own a beautiful home in Glen Oaks Manor. Schedule your private showing today!

3825 Glen Oaks Manor Drive, Sarasota
$100,000
1 Beds ⋅ 1 Baths ⋅ Glen Oaks Gdn Apts SubDv. ⋅ 34232 Zip Code
Great Condo, Great Location, Great Neighbors. This 1 bedroom, 1 bath condo is waiting for you. Reasonably priced 55+ in Glen Oaks Garden...located close to the Downtown Arts District, marina, eateries, shopping, banks, hospitals, I-75, UTC Mall, Benderson Park, Airport and best of all our beautiful beaches - always rated among top beaches in the U.S. The complex has a great pool area, lots of activities and an ideal place to be for either a year-round resident or a home away from home. Bobby Jones Public Golf Course recently renovated with beautiful walking paths is right next door. Association says 55+, rentals allowed after 18 months residency and your pet is welcome. Welcome home to Glen Oaks Garden!

1310 Glen Oaks Drive E Unit 385E, Sarasota
$1,120,000
3 Beds ⋅ 3 Baths ⋅ Loma Linda Park SubDv. ⋅ 34239 Zip Code
CUSTOM-BUILT by Milano Homes in 2019, this CONTEMPORARY POOL HOME combines modern design, exceptional construction, and an unbeatable Arlington Park location and is offered TURNKEY FURNISHED. Situated on a private corner lot just blocks from Sarasota Memorial Hospital and minutes to Downtown Sarasota, Southside Village, Bayfront Park, the Legacy Trail, and Siesta Key Beach, this residence offers the ultimate Sarasota lifestyle. Inside, SOARING CEILINGS and an open-concept floor plan create a bright, airy living space designed for both everyday comfort and entertaining. The sleek EUROPEAN-STYLE KITCHEN showcases quartz countertops, glossy cabinetry, NATURAL GAS cooking, a large center island, pantry, and smart pull-out storage solutions. The spacious primary suite includes custom closet built-ins and an en suite bathroom featuring dual sinks and a walk-in shower. Enjoy seamless indoor-outdoor living with a SCREENED LANAI overlooking the PRIVATE POOL, mature landscaping, and privacy wall. A natural gas connection for grilling makes outdoor entertaining effortless year-round. Built for efficiency and peace of mind with CONCRETE BLOCK CONSTRUCTION, IMPACT WINDOWS AND SLIDERS, SMART HOME FEATURES, NATURAL GAS SERVICE, WHOLE-HOUSE GENERATOR, and an attached two-car garage. An incredible opportunity to own a newer custom-built home in sought-after Arlington Park, offering lock-and-leave convenience, contemporary style, and close proximity to Sarasota's best dining, shopping, healthcare, cultural attractions, and world-renowned beaches.

2373 Prospect Street, Sarasota
$4,100,000
4 Beds ⋅ 4 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code
Experience the timeless charm and distinctive elegance of this West of Trail luxury cottage, with modern finishes that remain true to its original allure, at 1829 Bougainvillea Street. Occupying three lots, it is nestled gracefully in Sarasota's most cherished neighborhood. Set on a tranquil, tree-lined avenue, moments from vibrant Southside Village, Sarasota Memorial Hospital, and the renowned sands of Siesta Key, this thoughtfully enhanced residence exudes a rare character and allure that newer homes simply cannot replicate. From the moment you step inside, you're captivated by a refined blend of historic charm and contemporary luxury. Rich hardwood flooring, detailed crown moldings, and designer lighting create a warm and refined ambiance throughout the spacious, open-concept layout. Anchoring this home is a beautifully reimagined gourmet chef's kitchen, showcasing high-end stainless steel appliances, luminous granite countertops, bespoke cabinetry, and an expansive island—ideally suited for gatherings both grand and intimate. The luxurious master suite is a serene retreat, illuminated by abundant natural light and offering generous closet space alongside a spa-inspired ensuite with a sumptuous walk-in shower and dual vanities. Additional bedrooms and versatile living areas effortlessly accommodate family, guests, or a tailored home office. Unique to this remarkable residence is the thoughtfully designed separate living quarters, complete with a private entrance, an inviting bedroom, a fully equipped kitchen, and a full bathroom. Ideal for hosting guests, housing extended family, or offering privacy to long-term visitors, these quarters are unique. Outside, the magic only continues—enchanting gardens burst with colorful bougainvillea, and mature greenery surrounds an inviting patio that effortlessly extends the living space outdoors, perfect for sunlit gatherings or quiet moments beneath Sarasota's famous skies. With meticulous care and modern upgrades, including a newer roof, advanced HVAC systems with two newly installed air conditioning units, recently replaced front-facing windows, and fully updated plumbing and electrical infrastructure, this home blends historic character with contemporary convenience, ensuring comfort, efficiency, and peace of mind. 1829 Bougainvillea Street represents more than just a renowned address; it offers a rare opportunity to own a property rich in Sarasota history and charm, distinctively set apart from uniformity and infused with authentic character. Welcome home to an extraordinary residence awaiting your personal story. Its roots run deep into our community. The prior owners have all remained friends to this day, and the resurgence of the modern cottage is now at the forefront of interior design and architecture. This property embodies that trend in a way no other home can. A true one-of-a-kind that will never be replicated.

1829 Bougainvillea Street, Sarasota
$176,000
2 Beds ⋅ 2 Baths ⋅ Cordova Gardens SubDv. ⋅ 34239 Zip Code
Welcome to maintenance-free living the the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condominium offers an ideal blend of comfort, convenience and location. The spacious floor plan is light filled and has a great split bedroom floor plan and an ideal blend of comfort, convenience and location. In addition to the bright living areas, a functional kitchen and generously sized bedrooms there is a private primary suite with en suite bath. Enjoy relaxing mornings on one of 2 private lanais and take advantage of the community pool. Located just minutes from downtown and minutes to world class Siesta Key Beach and Village as well as South Side Village with many restaurants and shops as well as Sarasota Memorial Hospital. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this move-in ready condo is a fantastic value in a highly desireable location. New AC

2224 Bahia Vista Street Unit E6, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Beneva Village SubDv. ⋅ 34232 Zip Code
Location, location, location! Welcome to this beautifully renovated 2-bedroom, 2-bath condo ideally situated in one of Sarasota’s most convenient and desirable areas. Just minutes from the world-famous Siesta Key Beach, the upscale shopping and dining of St. Armands Circle, vibrant downtown Sarasota, and countless restaurants, boutiques, grocery stores, and entertainment options. This home places the very best of the Gulf Coast lifestyle right at your doorstep. Golf enthusiasts will love the location, with a nearby golf course just moments away, offering easy access to a round of golf whenever the mood strikes. Whether you're spending the day on the greens, at the beach, or exploring Sarasota’s renowned dining and cultural attractions, everything you need is within reach. Inside, you'll find stylish updates, a bright and inviting layout, and comfortable living spaces designed for easy Florida living. A new roof is currently being put on all of the Condos in the development. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready condo offers exceptional flexibility and value. Residents enjoy access to a community pool and a pet-friendly atmosphere, while the affordable $625 monthly condo fee includes insurance, water, internet, cable, and exterior maintenance. Located in a thriving area experiencing continued growth and demand, this is a rare opportunity to own a beautifully updated Sarasota property in an unbeatable central location close to beaches, golf, shopping, dining, and everything that makes Southwest Florida so desirable. Schedule your private showing today and experience the best of Sarasota living at 3606 Beneva Road!

3606 Beneva Road Unit 504, Sarasota
$499,990
3 Beds ⋅ 2 Baths ⋅ Green Acres SubDv. ⋅ 34232 Zip Code
VERY UNIQUE HOME! Welcome to this stunning designer-renovated pool home offering modern contemporary style, exceptional privacy, and flexible living in one of Sarasota’s most convenient locations — just minutes from UTC Mall, downtown Sarasota, premier dining, golfing, and the area’s renowned beaches. Two bedrooms + office in the main house and an additional bedroom/flex room located off the garage. Thoughtfully reimagined with custom finishes throughout, this single-story residence blends clean architectural design with comfortable everyday living. Inside, you’ll find 2 bedrooms plus a striking glass-enclosed office that creates a dramatic focal point while maintaining the home’s bright, open-concept feel. The showpiece kitchen was designed for entertaining, featuring an oversized waterfall island with additional storage, solid wood cabinetry, granite countertops, premium appliances, wine/beverage refrigerator, designer lighting, and seamless flow into the expansive living and dining areas. A sleek modern electric fireplace and custom inset designed to accommodate up to an 85-inch TV elevate the main living space. The private primary suite offers custom walk-in closet shelving and a beautifully renovated spa-inspired bathroom with an oversized walk-in shower and dual vanity. Step outside to your own private backyard retreat featuring a resurfaced heated pool, expansive screened lanai, covered outdoor dining area, updated landscaping, new pool lighting, fenced yard, front courtyard, and dedicated boat/RV parking space. The detached 2-car garage includes additional air-conditioned flex space perfect for a home gym, studio, workshop, guest overflow, or hobby room. The options are limitless. Additional upgrades include: • Smart-home technology throughout • Front Courtyard • Back and side yards are fenced • Newer roof • Brand-new septic system • New flooring throughout • New lighting, doors, baseboards, and custom millwork • Custom window shades • Fresh interior and exterior paint • Oversized 2 car garage with workshop/storage space No HOA restrictions — bring your boat, recreational vehicles, or outdoor toys. Ample parking in garage and driveway. Also includes RV electrical hookup in garage. Main residence offers approximately 1416, sq. ft. under air and 1,951 sq. ft. under roof, plus approximately 165 sq. ft. of additional air-conditioned flex space off the garage as well as an oversized 2 car garage. A complete list of renovations and smart-home features is available upon request. This home can go conventional, FHA or VA financing if you are considering different mortgage options.

201 Honore Avenue, Sarasota
$222,500
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Ridge Villas SubDv. ⋅ 34232 Zip Code
Welcome to Glen Oaks Ridge, one of Sarasota's most desirable active 55+ villa communities. Wake up every morning to unobstructed lake views from nearly every main living area. This beautifully updated waterfront villa offers one of the most desirable locations in Glen Oaks Ridge...With approximately 1,550 square feet of living space, you'll enjoy panoramic waterfront vistas from the spacious living room, dining room, kitchen, Florida room, family room, and even the foyer, creating a peaceful backdrop for everyday living as the sun sparkles across the lake. This freshly painted two-bedroom, two-bath residence features generously sized rooms, an air-conditioned Florida room, updated kitchen cabinetry, quartz countertops, modern lighting, and an oversized laundry, utility, and storage room. COVERED PARKING, private driveway, Direct Lakefront and abundant guest parking provide added convenience. Ideally located just steps from Bobby Jones Golf Club and only minutes from downtown Sarasota, UTC, St. Armands Circle, Lido Beach, shopping, dining, and medical facilities, you'll also enjoy easy access to the newly renovated 17th Street Park, a 96-acre Sarasota County recreational destination with walking and biking trails, fitness areas, and numerous outdoor amenities. Condo fees include water, sewer, trash, basic cable, exterior building maintenance (roof, painting and power washing), grounds maintenance, and access to the clubhouse, social activities, library, heated pool, fitness room, shuffleboard, billiards, ping pong, putting green, and clubhouse rental for private events. If you've been dreaming of an affordable waterfront lifestyle with million-dollar views in an unbeatable Sarasota location, this exceptional villa is offered at just $222,500.

3960 Lakeside Road Unit 156, Sarasota
Start Your Search