Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota County, Florida, where sunshine meets sophistication! Nestled along the stunning Gulf Coast, Sarasota is renowned for its vibrant arts scene, picturesque beaches, and a lifestyle that seamlessly blends relaxation with recreation. This coastal paradise boasts a rich cultural tapestry, featuring world-class museums, theaters, and galleries, alongside a thriving culinary scene that will delight any food enthusiast. Whether you're strolling along the iconic Siesta Key Beach or exploring the lush landscapes of Myakka River State Park, Sarasota offers an abundance of outdoor adventures and natural beauty.

When it comes to finding your dream home in this idyllic setting, look no further than our exquisite properties featuring charming courtyard exterior designs. These homes are not just structures; they are an invitation to embrace a lifestyle of tranquility and elegance. With beautifully landscaped courtyards, these residences provide a serene oasis where you can unwind, entertain, or simply enjoy the gentle Florida breeze. Imagine sipping your morning coffee surrounded by lush greenery or hosting intimate gatherings under the stars in your private courtyard.

Sarasota County's real estate market is as diverse as its community, offering everything from luxurious waterfront estates to cozy family homes. The courtyard features of these properties not only enhance aesthetic appeal but also promote a sense of privacy and connection to nature. Embrace the charm of Sarasota living with a home that reflects the beauty of its surroundings. Discover the perfect blend of comfort and style in a courtyard home that will make every day feel like a vacation. Welcome to your slice of paradise!

Newest Sarasota Homes with Courtyard Exterior Features

$700,000
2 Beds ⋅ 2 Baths ⋅ Portobello SubDv. ⋅ 34228 Zip Code
Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon. Inside, the open floor plan is filled with natural light and finished with new laminate wood flooring, crown molding, plantation shutters, and new light fixtures throughout. The updated kitchen offers stainless steel appliances, custom white cabinetry with crown molding, under cabinet lighting, and a breakfast bar that opens to the dining area. The split bedroom layout is ideal for hosting guests. The oversized primary suite features its own water views, space for a king sized bed, an oversized walk in closet, and an en suite bath with a smart split sink and shower design, while the equally spacious second bedroom sits beside a fully updated second bath. A sleeper sofa in the living room allows the condo to comfortably sleep six, and an in unit washer and dryer adds everyday convenience. The full length screened terrace spans the entire width of the unit and is accessible through new impact sliding doors from the living room and both bedrooms, so the water view follows you from room to room. Portobello's amenities complete the picture. Residents enjoy a heated pool with tennis courts, a fully renovated recreation room, kayak and canoe storage with a launch area, and a dock and walkway for fishing or docking your boat for up to two days. A bayside picnic area with a gas grill and umbrella tables sits near the kayak launch, perfect for sunset cookouts by the water. Just across the street, Portobello's private beach access puts the Gulf and its sugar sand shoreline a short stroll from your door, complete with a beach shower for rinsing off after a day in the sand. Each unit has its own extra ground floor storage locker, and the freshly painted, recently inspected building is centered on a lush tropical courtyard with a fountain, surrounded by beautifully landscaped grounds with paver parking. Condominium fees include water, sewer, trash, and basic cable. You are also just moments from everyday shopping and convenience at the Shoppes of Bay Isles, home to a Publix, CVS, and more, all without ever leaving the island, while St. Armands Circle and downtown Sarasota are an easy drive down the Key. With upgraded windows and doors, furnishings, appliances, and modern baths already in place, this is a Longboat Key retreat ready to enjoy from the very first day. Come experience it for yourself. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

3240 Gulf Of Mexico Drive Unit B504, Longboat Key
$399,900
3 Beds ⋅ 2 Baths ⋅ Port Charlotte Sub SubDv. ⋅ 34288 Zip Code
Welcome to your private Florida retreat! This beautifully maintained 3-bedroom, 2-bath pool home offers the perfect blend of comfort, privacy, and effortless Florida living. Set in a peaceful, park-like setting surrounded by mature trees and lush greenery, this is the kind of home where you can relax, entertain, and truly enjoy the lifestyle. Inside, soaring ceilings and luxury vinyl flooring create a bright, welcoming feel throughout the main living areas. The spacious kitchen is designed for both everyday living and entertaining, featuring granite countertops, abundant cabinetry, and an extra-large center island—perfect for meal prep, baking, or gathering with family and friends. The adjacent breakfast/sitting area opens directly to the pool and screened lanai, while the spacious living room features large sliding glass doors that beautifully connect the indoor and outdoor spaces. The oversized primary suite offers plenty of room for a king-size bed plus a sitting area, two generous walk-in closets, and a spa-like bath with solid-surface counters, ceramic tile, and a huge walk-in shower. Two additional bedrooms provide flexibility for guests, family, a home office, den, or hobby room, with one featuring elegant French doors. Step outside and discover your own private oasis! The newer pool, approximately 6 years old, is surrounded by an expansive screened lanai and covered patio—perfect for morning coffee, afternoon relaxation, or entertaining year-round. And the best part? The major work is already done! Updates include a newer A/C, water softener system, well water, recently pumped septic system, newer pool, roof replaced following Hurricane Ian, storm shutters on the home's exposed side, and windows meeting current hurricane requirements. A 2-car garage and John Deere riding mower are included. Move-in ready and offering the space, privacy, pool, outdoor living, and updates today's buyers are looking for, this home lets you skip the wait, expense, and uncertainty of new construction. The current owners are relocating out of state, creating an exciting opportunity for the next owner to simply move in and make it their own. Come see why this peaceful Florida pool home deserves to be at the top of your list! Furniture negotiable. Ring/cameras do not convey.

2434 Bismarck Road, North Port
$479,000
1 Beds ⋅ 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code
Beautifully Updated One-Bedroom Condo on Siesta Key Enjoy the best of island living in this beautifully updated one-bedroom, one-bath condominium on Siesta Key. This inviting unit has been completely updated and features all-new appliances and a new water heater, offering a fresh, move-in-ready interior. The community offers an impressive selection of on-site amenities, including: • Two swimming pools • Tennis courts • Four shuffleboard courts • Beach access Located on beautiful Siesta Key, this condo offers the perfect combination of comfort, convenience, and the relaxed Florida lifestyle. Whether you’re looking for a full-time residence, seasonal getaway, or investment opportunity, this property provides an excellent opportunity to own a piece of paradise just steps from the beach.

6006 Midnight Pass Road Unit 60, Sarasota
$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
$219,000
2 Beds ⋅ 2 Baths ⋅ Bella Villino SubDv. ⋅ 34238 Zip Code
INCREDIBLE LOCATION!....INCREDIBLE BRIGHT & SPACIOUS FLOOR PLAN!....INCREDIBLE PRIVACY!....Top Floor FURNISHED (2) Bedroom (2 Bath) Corner Residence with Soaring Cathedral Ceilings located in PET FRIENDLY Bella Villino----a Gated Resort Style Community with Heated Pool & Spa; Fitness Center; Clubhouse and Outdoor Grill & Picnic areas---all positioned in PEACEFUL PARK LIKE SETTING.*****Stunning Tree-Top Views; Meticulously Maintained with Refreshed Interiors; Stainless Steel Appliances; Hurricane Impact Windows; Tankless Hot Water Heater; In-Unit Laundry and Generously Sized Closets & Built-ins for Ample Storage*****Located in the Highly Sought After Palmer Ranch Community....minutes to Shopping, Dining, Golfing, THE LEGACY BIKE TRAIL, Recreation, Parks and MULTIPLE BEACHES, including TOP RATED Siesta Key!....Ideal as Primary, Vacation or Investment Property!

4166 Central Sarasota Parkway Unit 533, Sarasota
$143,500
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
DON'T MISS THIS ! 2 bed/2bath ground floor condo with private patio. has been rented for the past 13 years, vacant now, Close to restaurants shopping, grocery and schools. Extra storge closet, pool and fitness center. All measurements should be verified by buyer or buyers agent

2763 Woodgate Lane Unit 104, Sarasota
$1,200,000
5 Beds ⋅ 5 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code
**Rare Sarasota 4-Plex – No Flooding, Prime Location & Exceptional Investment Opportunity!** Don't miss this rare opportunity to acquire a well-located **4-unit multifamily property** in one of Sarasota's most desirable rental markets. A standout feature of this property is that **it has experienced no flooding**, providing added confidence for investors focused on long-term ownership. Ideally located just minutes from Siesta Key Beach, Gulf Gate, Downtown Sarasota, shopping, dining, hospitals, and major employers, this asset offers immediate rental income with excellent potential for future appreciation and rental growth. Whether you're adding to your portfolio, completing a 1031 exchange, or seeking a high-demand multifamily asset, this property offers the location and stability investors are looking for. With limited multifamily inventory available in Sarasota, opportunities like this are becoming increasingly scarce. **Schedule your private showing today—properties with this combination of location, income potential, and no flooding don't stay on the market for long.**

2741 Parma Street, Sarasota
$750,000
5 Beds ⋅ 5 Baths ⋅ Venice Acres SubDv. ⋅ 34292 Zip Code
Virtually Staged. At the end of a quiet Venice Acres cul-de-sac, this 1.1-acre property gives you something increasingly hard to find: room to live close to the people you love without living on top of one another. Two homes in one! A 5 bedroom (plus studio), 5 bath estate with multiple kitchens offers endless possibilities. Three private dwellings surround a screened outdoor living space, the natural center of life here. Arrive through the circular drive, then settle into a property designed for gathering. The main 3-bedroom, 3-bath portion brings vaulted ceilings, a fireplace, new high-end fans, and an upgraded kitchen with stone countertops and bamboo flooring. Sliding doors lead toward the pool and spa, so mornings can start in the breakfast area, and evenings can drift outside without a plan. Just off the garage, a separately air-conditioned flex room creates the space families are always looking for: a home gym, office, playroom, teen hangout, gaming room, or a quiet place to focus. The second dwelling gives the property its rare flexibility. It includes an upstairs with two bedrooms, a full kitchen, and a full bath offering a furnished private retreat. Downstairs, a separate studio with kitchenette and full bath creates a third independent living area. Each space has its own entrance, dedicated AC, septic system, and water heater, ideal for multigenerational living, extended guests, long-term family, or simply a lifestyle with room to breathe. At the heart of it all, the screen-enclosed paver patio brings the homes together around the pool and six-person, 80-jet spa. There is space to lounge, grill, host, or let the day slow down. The fenced yard adds room to play, garden, or keep a horse, while the additional carport can serve as a horse shed. The confidence is in the details: Complete new roof, high-end insulation, fresh paint, new Square D electrical panels, a new well, and a new reverse-osmosis system. Gig-speed internet and four hardwired security cameras support the way life works now. This low-HOA community allows horses and sits within walking distance of Fox Lea Farm, where equestrian events bring energy to the neighborhood throughout the year. Venice Beach, downtown Venice, local dining, shops, parks, and the Saturday farmers market are all within easy reach. This is more than extra space. HOA allows hired help to dwell on the property. It is a place to live independently, come together naturally, and make room for what matters most.

1305 Greenfield Circle, Venice
$1,250,000
4 Beds ⋅ 4 Baths ⋅ Venice Golf & Country Club SubDv. ⋅ 34292 Zip Code
Virtually Staged. Experience refined Florida living in this beautifully updated courtyard pool home in Venice Golf and Country Club, where privacy, comfort, and scenic pond views come together. Step into the inviting courtyard and discover a private poolside retreat complete with an outdoor kitchen and convenient half bath. French doors open beyond the pool into a light-filled living room that flows seamlessly into the formal dining room or to the great room. The great room is spacious and also offers an entrance directly to the pool via sliding glass doors. The great room also features a built-in electric fireplace, beautifully updated kitchen with quartz countertops, and a welcoming dinette area. A private guest suite is tucked near the garage and offers sliding doors to the pool, an elegant chandelier, and an attached bathroom. Across the hall, the well-appointed laundry room provides abundant storage. Three additional bedrooms are located beyond the main living spaces. One includes an en-suite bathroom and peaceful views of the backyard pond. Another features double pocket doors and a picture-perfect pond view, making it an ideal home office, den, or additional bedroom. The expansive primary suite overlooks the pond through multiple windows and offers sliding-glass-door access to the pool, along with a generously sized walk-in closet. The primary bathroom presents an excellent opportunity for the new owner to personalize the final space to their taste. Natural light fills the home's living areas, enhanced by numerous windows and electric window treatments in the common spaces. Thoughtful upgrades provide added comfort and peace of mind, including NEW HURRICANE-IMPACT WINDOWS AND DOORS, a NEW Generac whole-home generator with a 500-gallon underground propane tank, epoxy-coated garage floors, brand new HVAC in 2/2025, and a NEW TILE ROOF replaced in 2021. The POOL PUMP was replaced in 2022, and a NEW POOL HEATER in 2026. With flexible living spaces, impressive upgrades, a private courtyard pool, and tranquil pond views, this exceptional residence offers an outstanding opportunity to enjoy the sought-after Venice Golf and Country Club lifestyle.

309 S Stone Briar Creek Drive, Venice
$425,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between piers, so lots of room to maneuver. Direct access to Sarasota Bay and the ICW; 15 minutes to the Gulf. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village and restaurants, shopping (close to Publix, CVS, and other shops), recreational and social activities, on-site maintenance and concierge services. Each slip includes wifi, water, pump out and metered electric, along with trash pick up and dockhands to assist. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 70 LOA, usable beam is 23 ft at the head of the slip. Each vessel must be approved by the Association's Board of Directors prior to entering the marina by submitting a current photo and boat specs.

2800 Harbourside Drive Unit D-16, Longboat Key
$325,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Welcome to Ashton Lakes, a maintenance-free community set on 33 acres of lush landscaping with four lakes — less than two miles from the beaches of Siesta Key. This beautifully maintained 2—bedroom, 2-bath residence has been thoughtfully updated throughout and delivers an easy blend of comfort, convenience, and coastal charm. Step inside to soaring vaulted ceilings and an abundance of natural light that gives the entire home an airy, light coastal feel. Sweeping lake views frame the living space, and a desirable one-car garage — a rarity at this price point — adds everyday practicality. The primary bath has been fully renovated, with additional updates in the guest bath, and a newly installed Murphy bed maximizes flexibility for guests, a home office, or both. Life at Ashton Lakes centers on its exceptional amenities: a recently updated clubhouse, two heated pools including a large pool with a dedicated lap lane, two tennis courts and four pickleball courts, shuffleboard, grilling stations, and more. A private footbridge connects residents directly to Merchants Mart shopping center, home to CVS, ACE Hardware, a Dollar store, restaurants, and Detwiler's Farm Market. You're also minutes from the Whole Foods anchored redevelopment at Sarasota Square and  Siesta Promenade, the new 24-acre mixed-use project at the northwest corner of U.S. 41 and Stickney Point Road. Downtown Sarasota and I-75 are both an easy reach. Recent updates include: HVAC in Jan 2026, deluxe fabric roller shade throughout in Feb 2026, murphey bed in Feb 2026, smart garage open in Feb 2026, refrigerator and washer in 2023, dry bar, primary bathroom, and guest bathroom.

5652 Ashton Lake Drive Unit 5652, Sarasota
$265,000
3 Beds ⋅ 2 Baths ⋅ Spring Lake SubDv. ⋅ 34235 Zip Code
POND-FRONT LIVING IN THE MEADOWS! This beautifully updated 3-bedroom, 2-bath villa offers 1,596 sq. ft. of comfortable living space and a floor plan designed for flexibility. The first-floor primary suite provides convenient single-level living, while two additional bedrooms upstairs create plenty of space for guests, a home office, or seasonal visitors. The spacious living area is filled with natural light from large sliding glass doors that frame tranquil pond views, creating a peaceful backdrop for everyday living and entertaining. Recent improvements include new A/C systems, new water heater, new refrigerator, new microwave, laminate wood flooring, and stylish decorative chandeliers. A detached covered carport adds convenient, sheltered parking. Located in The Meadows, one of Sarasota's most desirable communities, residents enjoy access to golf, tennis, fitness facilities, and scenic walking and biking trails. Just minutes from UTC Mall, downtown Sarasota, popular restaurants and shopping, and the Gulf beaches, this location makes it easy to experience the best of Sarasota. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this move-in-ready villa combines a desirable pond-front setting, thoughtful updates, flexible living space, and an exceptional Sarasota location. Don't miss the opportunity to make this Meadows villa your own!

3813 Fishing Trail Unit 62, Sarasota
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