Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota, Florida – a vibrant coastal gem that perfectly blends serene living with a rich cultural tapestry. Nestled along the Gulf of Mexico, Sarasota is renowned for its stunning beaches, world-class dining, and thriving arts scene. Whether you're strolling along the iconic Siesta Key Beach, exploring the eclectic shops of St. Armands Circle, or taking in a performance at the Sarasota Opera, this region promises an enriching lifestyle that captivates residents and visitors alike.

In this picturesque paradise, homes with courtyard exterior features stand out for their charm and elegance. These thoughtfully designed residences offer a unique blend of indoor and outdoor living, creating a private oasis where you can unwind and entertain. Imagine sipping your morning coffee in a sunlit courtyard, surrounded by lush landscaping, or hosting friends for an evening barbecue under the stars. The courtyard serves as a peaceful retreat, enhancing the overall ambiance of your home.

Sarasota's real estate market is diverse, with options ranging from luxurious waterfront estates to cozy bungalows, each showcasing distinctive architectural styles. Homes with courtyard features not only provide aesthetic appeal but also foster a sense of community and connection with nature. With year-round sunshine and a mild climate, the courtyard becomes an extension of your living space, perfect for gardening, outdoor dining, or simply soaking in the tranquil atmosphere.

Discover the allure of Sarasota living and explore the charming homes that await you. Your dream home with a delightful courtyard is just around the corner, ready to welcome you to this enchanting slice of Florida 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

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

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

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

2 Beds ⋅ 3 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code

Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.

433 Central Avenue, Sarasota

2 Beds ⋅ 2 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code

This is the one! Two bedroom, two bathroom, first floor, back corner unit, directly adjacent to Payne Park in highly desirable Downtown Sarasota at the Retro Chic Park Lane community! Split floor plan for privacy means a primary bedroom with ensuite bath & dedicated full bath for guests. Vintage details include custom built ins and original terrazzo floors! Open living area with glass sliders leads to an enclosed lanai overlooking the lushly landscaped courtyard with inground pool. Recent updates include a New Stove, Microwave, Refrigerator, Water Heater, Roof, Sewer Line & Parking Lot! Embrace the best of Sarasota living with the beautiful Payne Park at your doorstep featuring 29 acres of recreation & relaxation complete with walking trails, bike path, skate park, playground, frisbee golf, tennis courts & more! Dedicated parking space in front of unit, separate & secure storage space & two laundry facilities on site. Adjacent to Publix supermarket, & close proximity to Selby Botanical Gardens, amazing restaurants and urban amenities like the Bayfront Park, weekly farmers market & so much more including the boutiques of St. Armand's circle, white sands of Lido Beach & the world renowned Siesta Key! Perfect choice for a snowbird's winter retreat, in town escape, affordable primary residence or investment property!

2155 Wood Street Unit A26, Sarasota

2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code

Back on market and vacant! Stylish & Light-Filled Condo Near Downtown Sarasota with a brand new roof! This beautifully updated 2-bedroom, 1-bath condo offers a bright, open feel with vaulted ceilings, skylights, and large windows that bring in tons of natural light. Upgraded with luxury vinyl flooring and fresh interior paint, the space feels modern and inviting. The kitchen and bathroom feature sleek matching granite countertops, while ample storage ensures everything has its place. Enjoy the convenience of a brand-new AC with a 10-year transferable warranty, plus front and back porches perfect for relaxing outdoors. Just minutes from downtown Sarasota, this move-in-ready home is an incredible opportunity for an investment or new home in a prime location!

500 N Jefferson Avenue Unit B-5, Sarasota

3 Beds ⋅ 2 Baths ⋅ Pipers Waite SubDv. ⋅ 34235 Zip Code

You are absolutely going to love this elegantly updated villa in the highly sought-after Pipers Waite neighborhood at The Meadows! From the moment you step through your private courtyard, the home welcomes you with spectacular volume ceilings, an abundance of natural light, and gorgeous new flooring throughout—including premium vinyl plank that leads into a custom dream kitchen sporting a newer stove and double oven, and Corian Countertops. You will have total peace of mind knowing the home has been meticulously maintained, featuring a complete re-plumb in 2025, a new water heater, an updated primary shower, and handy generator hookups. But the real showstopper is the incredible outdoor setting; the ultra-private Florida room offers a front-row seat to peaceful pond views and a fantastic daily parade of local wildlife, from elegant spoonbills to the occasional alligator. Step outside, and you’re just a block away from a heated pool and spa, all nestled within a 1,650-acre park-like oasis packed with fitness facilities, pickleball & tennis courts, and miles of gorgeous walking and biking trails. It truly offers the ultimate resort lifestyle, managing to feel completely serene and tucked away while remaining just minutes from world-class shopping at the UTC Mall, fabulous dining, and the vibrant heart of downtown Sarasota.

5676 Pipers Waite Unit 56, Sarasota

2 Beds ⋅ 2 Baths ⋅ Bent Tree Condo SubDv. ⋅ 34241 Zip Code

Extremely well maintained and improved split plan 2 bedroom, 2 bath villa in active plus 55 community in gated Bent Tree Hammocks II. The property features a comfortable living area with wood burning fireplace, engineered hardwood floors, 2 car garage, indoor utility, new roof 2021, new garage door 2021, new air conditioning 2022,new water heater 2025. Hammocks II is located in a maturely landscaped area of Bent Tree and features a heated pool, gate protection & easy access to all Sarasota amenities. This is truly the answer to your care free living search.

4562 Forest Wood Trail Unit 15, Sarasota

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