Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota County, Florida—a vibrant coastal paradise renowned for its stunning beaches, cultural richness, and warm, inviting climate. Nestled along the Gulf of Mexico, Sarasota is a haven for sun-seekers and art enthusiasts alike. With its breathtaking sunsets, lush landscapes, and a thriving arts scene, this county has something to offer everyone, from outdoor adventures to world-class dining and entertainment.

One of the most charming features of homes in Sarasota is the exquisite courtyard exterior design. These homes are thoughtfully crafted to create a seamless blend of indoor and outdoor living, allowing residents to bask in the beautiful Florida weather year-round. Imagine stepping through your front door into a serene courtyard, where lush greenery and vibrant flowers create a tranquil oasis just steps away from your living space. This unique layout not only enhances privacy but also provides the perfect setting for entertaining friends and family or enjoying quiet moments of reflection.

In addition to the aesthetic appeal, courtyard homes offer practical benefits, including increased natural light and ventilation. The open-air designs foster a sense of community while maintaining a cozy, intimate atmosphere. Whether you’re sipping your morning coffee amidst the blooms or hosting a sunset gathering under the stars, these homes embody the essence of Florida living.

With a diverse array of properties available, from charming bungalows to luxurious estates, Sarasota County's courtyard homes are a testament to the region's commitment to blending comfort with style. Discover your dream home in this idyllic locale and experience the ultimate in Florida lifestyle!

Newest 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
$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
$399,000
2 Beds ⋅ 2 Baths ⋅ Broadway Promenade SubDv. ⋅ 34236 Zip Code
Location, Location, Location! Welcome to Broadway Promenade, where downtown Sarasota living meets exceptional value. This beautifully maintained first floor residence offers the perfect combination of comfort, convenience, and lifestyle in Sarasota's highly sought after Arts and Theater District. Directly across the street from the Van Wezel Performing Arts Hall and The Bay Sarasota, this is your opportunity to own in one of the city's most exciting and rapidly evolving waterfront neighborhoods. Just outside your door, The Bay Sarasota is transforming 53 acres of waterfront into a spectacular public destination featuring expansive bayfront lawns, walking trails, waterfront dining, outdoor art installations, live entertainment, family gathering spaces, fitness activities, kayaking, community events, and year round concerts. Enjoy the very best of Sarasota with downtown restaurants, boutiques, galleries, theaters, Marina Jack, and the waterfront all within walking distance. Inside, this spacious two bedroom, two bathroom residence offers an inviting open floor plan with soaring ceilings, rich dark wood flooring, large bathrooms, beautiful stone countertops, quality wood cabinetry, stainless steel appliances, and a kitchen that opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. The oversized private courtyard patio extends your living space outdoors and creates the perfect setting for morning coffee, evening cocktails, or dining al fresco. Conveniently located within the building, this residence also includes two assigned parking spaces under the building, abundant additional owner and guest parking, and a private storage room located just down the hall, providing plenty of space for bicycles, beach gear, and seasonal items. Broadway Promenade offers an exceptional collection of resort style amenities, including 24 hour concierge service, a heated swimming pool and spa, a well equipped fitness center, separate men's and women's locker rooms with private saunas, beautifully renovated hallways, and inviting common areas that create a true sense of community. Whether you are searching for a full time residence, a seasonal retreat, or an outstanding investment opportunity, this property checks every box. The residence is currently leased to an exceptional tenant who would love to remain, offering immediate rental income for investors while still providing flexibility for future occupancy. Downtown Sarasota continues to grow, and opportunities like this are becoming increasingly rare. Offering an unbeatable location, outstanding amenities, generous living space, and exceptional value, this is one of the best opportunities available in downtown Sarasota. Schedule your private showing today and experience everything Broadway Promenade and Sarasota have to offer.

1064 N Tamiami Trail Unit 1122, 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
$425,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Soul-nurturing pond views framed by an Old Florida preserve create a serene setting in one of The Meadows desirable enclaves, a park-like oasis in a phenomenal location. Meandering, canopied streets, a paver driveway and gated courtyard welcome you home. Inside, high ceilings, abundant natural light, hardwood floors in the great room and a shimmering Marina glass-mosaic fireplace set the stage, while tranquil pond and preserve views provide a beautiful backdrop to everyday living. The primary suite is a relaxing retreat with a shaker-style dual vanity topped with Bianco Carrara quartz, a glass-enclosed step-in shower and a generous walk-in closet with a custom organizer system. The Florida room may quickly become your favorite spot, ideal for relaxing, entertaining or simply enjoying the peaceful views and daily parade of birds. Truly special! On 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows offers a resort lifestyle with 14 miles of scenic trails, an active social calendar, and at a reasonable fee, a fitness center, Junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and a top-notch tennis complex. Ideally near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, a world-class destination for shopping, dining and entertainment. A fabulous Florida lifestyle awaits. A 2023 air-conditioning system, 2018 re-plumbing, 2007 tile roof, which is the condominium’s responsibility, and above flood plain in zone X.

3331 Hadfield Greene Unit 49, Sarasota
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