Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota County, Florida—a coastal gem that perfectly blends sun-soaked beaches, vibrant arts, and an inviting community atmosphere. Nestled on the southwestern Gulf Coast, Sarasota is renowned for its stunning white-sand beaches, including the world-famous Siesta Key Beach, which has been consistently ranked among the top beaches in the United States. The county is a haven for nature lovers, offering an array of parks, nature reserves, and waterfront activities that cater to every outdoor enthusiast.

Sarasota boasts a rich cultural scene, with a thriving arts district that features galleries, theaters, and the celebrated Ringling Museum of Art. Residents and visitors alike can enjoy a variety of dining options, from casual beachside eateries to upscale restaurants showcasing the best of Floridian cuisine. With a warm, welcoming climate year-round, Sarasota is the perfect place to call home.

For those seeking a unique living experience, homes with courtyard exterior features in Sarasota offer an enchanting blend of privacy and elegance. These properties often feature beautifully landscaped courtyards that serve as a serene oasis, perfect for entertaining guests or enjoying quiet moments under the Florida sun. Imagine sipping your morning coffee surrounded by lush greenery or hosting a lively barbecue in your own private sanctuary.

Whether you’re drawn to the vibrant lifestyle, the stunning natural beauty, or the charming architectural styles, Sarasota County has something for everyone. Explore the allure of courtyard homes and discover your dream residence in this idyllic coastal paradise.

Newest Sarasota Homes with Courtyard Exterior Features

2 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

3 Beds ⋅ 2 Baths ⋅ Meadows The SubDv. ⋅ 34235 Zip Code

Virtually Staged. Welcome to Woodman's Chart, a serene enclave within the highly desirable Meadows community—where maintenance-free living meets natural Florida beauty. This private 3-bedroom, 2-bath villa is perfectly positioned to overlook a lush tropical backyard, creating a peaceful retreat you’ll love coming home to. A charming private side courtyard provides an additional outdoor living space and leads directly to the oversized garage—another rare feature that sets this home apart. Step inside to an inviting floor plan designed for relaxation and entertaining. A spacious living area flows seamlessly into the dining and sitting spaces, while an interior atrium provides an additional tranquil outdoor living area. Vaulted ceilings and skylights fill the home with warm, natural light, highlighting its open and airy feel. The galley-style kitchen overlooks the dining area and offers beautiful views of the surrounding greenery. Fresh exterior paint and a brand-new roof (2024) add peace of mind, making this home move-in ready. Enjoy the expansive screened-in lanai—perfect for morning coffee, evening gatherings, or simply taking in the quiet tropical surroundings. Just steps away are The Meadows’ exceptional amenities, including community pools, tennis courts, pickleball, and the entrance to over 14 miles of scenic walking and biking trails that wind past lakes, waterways, and nature preserves. The Meadows Country Club offers optional membership with golf, dining, and additional recreation. The location is truly one of Sarasota’s best—minutes from UTC Mall, Benderson Park, SRQ Airport, Lakewood Ranch Main Street, premier dining, entertainment, and coveted white sand beaches including Siesta Key and Lido Beach. With its natural surroundings, amenities, and convenience, this villa offers the perfect blend of comfort, lifestyle, and location.

4364 Woodmans Chart Unit 142, Sarasota

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

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

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

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

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

5 Beds ⋅ 4 Baths ⋅ De Soto Lakes SubDv. ⋅ 34235 Zip Code

Rare opportunity to own two separate homes on one legally established parcel in the heart of Sarasota. Set on an oversized 0.38-acre double lot in desirable DeSoto Lakes, this property offers incredible flexibility for homeowners, investors, and multi-generational living. While the interiors are ready for your personal vision and cosmetic touches, the costly updates are already done making it FULLY FINANCEABLE AND INSUREABLE. Brand new roof, July 2026. Brand new central A/C in the main home, July2026. New split system A/Cs in the smaller home, July 2026. New water heater and brand new windows throughout, July 2026. Brand new electric panel, July 2026. The main home features four bedrooms, three baths, and just under 1800 square feet. The detached second home is a true one-bed, one-bath residence with five hundred and seventy-two square feet. Live in one, rent the other to help offset your mortgage. Lease both for investment income. Carve out a suite within the main home for added flexibility or enjoy a private guest house for friends and family. Buyers may also explore future redevelopment options. Location, location, location. You are minutes to University Town Center, US-41, I-75, SRQ Airport, Downtown Sarasota, Downtown Bradenton, and our world-famous Gulf Beaches. This is a rare chance to secure a versatile property in one of Sarasota's most connected pockets, priced to sell and ready for your vision.

4734 Delmonte Avenue, Sarasota

8 Beds ⋅ 9 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking the sugar-white sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!

5610 Avenida Del Mare, Sarasota

2 Beds ⋅ 2 Baths ⋅ Harbor Cove SubDv. ⋅ 34287 Zip Code

Bring your boat and enjoy the Florida lifestyle in this charming turnkey home situated on a desirable corner lot in Harbor Cove, a vibrant 55+ mobile home community just off US 41. With an abundance of activities, amenities, and a welcoming atmosphere, Harbor Cove is the perfect place to call home. Inside, you'll find plenty of space for entertaining, including a bright and inviting Florida room that adds even more living space. The spacious kitchen features abundant cabinetry, a dishwasher, stove/range, refrigerator, and a charming window above the sink that fills the room with natural light. Step outside to enjoy the beautifully landscaped yard with mature tropical plantings, an oversized driveway offering plenty of parking, and a paver patio out back—the perfect spot to relax or entertain guests on warm Florida evenings. When you're not enjoying Harbor Cove's resort-style amenities, you'll love the nearby attractions. Historic downtown Venice is just 20 minutes away, offering boutique shopping, dining, and entertainment. Wellen Park, featuring the scenic 80-acre Grand Lake, nature trails, restaurants, and community events, is just a short drive away. Sports fans will appreciate being only 5 minutes from CoolToday Park, home of the Atlanta Braves Spring Training, where you can enjoy baseball and year-round events. And, of course, Florida's beautiful Gulf Coast beaches are just a short drive away. This move-in-ready home offers comfort, convenience, and an unbeatable location—everything you need to enjoy the best of Southwest Florida living!

321 Blackburn Boulevard, North Port

2 Beds ⋅ 2 Baths ⋅ Kingston Arms SubDv. ⋅ 34236 Zip Code

Whether your primary residence, second home, or investment property, this first-floor 2 bed/2 bath condo in Kingston Arms provides a walkable lifestyle second to none. This "hidden gem" is directly behind the shops, dining, and entertainment destinations found on St Armands Circle, and just a short walk to Lido Beach. Kingston Arms rarely has availability due to its amazing location. This fully renovated and turnkey furnished condo offers an open floor plan filled with light from the sliding doors opening to your private screened patio. The kitchen and 2 bathrooms have been beautifully updated with thoughtful finishes, including gorgeous new counters, cabinetry, appliances, and beautiful tiles in both showers. Custom blinds, fresh paint, modern floorboards, and large neutral tiles enhance each room. The primary suite is large enough for a king-size bed and features a walk-in closet, linen closet, and en-suite bathroom with step in shower. The guest bedroom has loads of closet space and an en-suite bath. Additional upgrades include new A/C and wi-fi thermostat, recessed LED lighting, and an interior laundry closet with full size washer/dryer. One covered parking space is included. A small pet is allowed, as are one-month rentals, up to 12 times a year.

500 S Washington Drive Unit 6A, Sarasota

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code

An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 85 x 29.5, and a usable beam of 25 feet and a long and extra wide finger pier. This 'inside the T-head' slip location provides close proximity to the Marina Village, Restaurant, and Pool. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access. The Club also reciprocates with 400 of Clubs throughout the country. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 80 feet. Beam depends on the vessel type and measure. Vessel must be approved by the Board of Directors prior to entering the Marina. Membership in the Longboat Key Club is required.

2600 Harbourside Drive Unit B-16, Longboat Key

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