Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota, Florida – a vibrant coastal paradise renowned for its stunning beaches, cultural richness, and a laid-back lifestyle that attracts residents and visitors alike. Nestled along the Gulf of Mexico, Sarasota boasts an array of outdoor activities, from sunbathing on the pristine sands of Siesta Key Beach to exploring the lush landscapes of Myakka River State Park. The region is also a hub for the arts, featuring the renowned Ringling Museum of Art and a thriving local theater scene.

Sarasota's real estate market is as diverse as its community, offering a variety of homes that cater to every lifestyle. Among the most charming are those with courtyard exterior features, which provide an inviting and serene outdoor space perfect for entertaining or enjoying a quiet moment. These homes often blend indoor and outdoor living, with private courtyards that serve as tranquil retreats, adorned with lush landscaping, vibrant flowers, and cozy seating areas.

Imagine sipping your morning coffee in your sun-drenched courtyard or hosting evening gatherings under the stars. The architectural design of these homes not only enhances curb appeal but also fosters a sense of community and connection with nature.

Whether you're seeking a seasonal getaway or a permanent residence, Sarasota's homes with courtyard features offer a unique blend of comfort, style, and Florida charm. Embrace the opportunity to live in a place where every day feels like a vacation, surrounded by the natural beauty and cultural vibrancy that Sarasota has to offer. Discover your dream home today!

Newest Sarasota Homes with Courtyard Exterior Features

1155 N Gulfstream Avenue Unit 207, Sarasota
$1,929,000
2 Beds ⋅ 3 Baths ⋅ Vue Sarasota Bay SubDv. ⋅ 34236 Zip Code
Experience extraordinary luxury in this impeccably renovated residence at The VUE Sarasota Bay, one of Sarasota’s most distinguished addresses, proudly recognized with the Diamond Award for Best Luxury Condominium Development in Sarasota Magazine’s Best of Sarasota 2026. Ideally positioned in downtown Sarasota, this exceptional home combines architectural scale, refined interiors, expansive outdoor living, and breathtaking Marina and Sarasota Bay views. One of only two levels in the building with soaring 12-foot ceilings, the residence offers convenient elevator-free access. Floor-to-ceiling windows fill the interiors with natural light and frame a spectacular southern panorama. The private terrace, approximately 10' x 52', features sleek glass railings and unobstructed waterfront views—an extraordinary setting for morning coffee, sunset cocktails, intimate dinners, and sophisticated entertaining. Beyond the private entry foyer, a dramatic great room showcases panoramic water views. Beautifully renovated interiors feature sophisticated finishes, designer details, and timeless elegance. The gourmet kitchen centers on an oversized 8-foot island and premium JennAir Euro-style appliances. An elegant dining area accommodates six to eight guests, with additional seating and expansive sliders opening to the terrace. The owner’s suite is a serene retreat with panoramic water views, a spa-inspired bath featuring dual vanities, a walk-in shower, enclosed water closet, and custom walk-in closet with abundant built-in storage. The oversized den, currently configured as a luxurious second bedroom, accommodates a king-size bed and features a custom closet and ensuite bath with glass-enclosed shower, rain showerhead, and recessed lighting. Designer wallpaper enhances all three baths, while a sophisticated powder room with built-in storage and a separate laundry/utility room with new full-size washer and dryer complete the residence. Completed in 2017 by an internationally acclaimed design firm, The VUE emphasizes safety with a generator and hurricane-rated windows designed to withstand winds up to 150 MPH. Resort-caliber amenities include a stately motor court with valet service, attended garage parking, two deeded parking spaces, concierge services, an elegant owners’ lounge with fireplace, bar and catering kitchen, state-of-the-art fitness center, conference room, and on-site management. Residents enjoy a heated resort-style saltwater pool and spa, outdoor cabana bar and grills, and a rooftop dog park with spectacular views. Adjacent to The Westin Sarasota, residents enjoy convenient access to its rooftop bar, sophisticated lounge, renowned restaurant, and banquet facilities. An active social committee creates an engaging calendar of resident events and gatherings. An exceptional opportunity to experience elevated Sarasota waterfront living, iconic architecture, resort-style amenities, and a premier downtown location.

1155 N Gulfstream Avenue Unit 207, Sarasota
500 N Jefferson Avenue Unit A1, Sarasota
$159,000
2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Charming Sarasota Condo | 2 Bedrooms | 1 Bathroom. Welcome to Jefferson Club in Sarasota, Florida! This inviting 2-bedroom, 1-bathroom condo offers a wonderful opportunity to enjoy the Sarasota lifestyle, whether you're searching for a place to call home, a seasonal retreat, or an investment opportunity. The open living area creates a comfortable space to relax and entertain, while the functional layout offers flexibility for everyday living. The kitchen features classic cabinetry and a warm, welcoming feel, flowing into the main living space. Major updates provide added peace of mind! The condo has been recently re-piped, features a new water heater, and has a newer AC system. The roof was also recently replaced. Just minutes to Downtown, you don't want to miss this unit! Conveniently located in Sarasota, you'll have the opportunity to enjoy the area's shopping, dining, entertainment, and beautiful Gulf Coast attractions.

500 N Jefferson Avenue Unit A1, Sarasota
4091 Center Pointe Place Unit 40A, Sarasota
$265,000
2 Beds ⋅ 2 Baths ⋅ Courtyard Villas SubDv. ⋅ 34233 Zip Code
Your ideal opportunity to spend the 2027 season in sunny Sarasota awaits. This lovely home is being offered turnkey furnished, making your transition to Florida living effortless. Simply bring your suitcases, unpack and start enjoying the sunshine! You'll be just a short distance from one of two community pools, with the added benefit of low monthly maintenance fees that may even be reduced next year. Embrace the Florida lifestyle with wonderful outdoor living spaces, including a fully screened front entry and a spacious 25-by-17-foot screened paver patio. An additional garden area featuring artificial turf and built-in drainage creates the ideal private retreat for your furry friends! Inside, this charming home is tastefully appointed with coastal-inspired décor and furnishings, complemented by attractive vinyl-plank flooring throughout. The vaulted ceiling and textured walls in the living area create a bright, airy and inviting atmosphere. The primary suite features an en-suite bath and a queen-size bed with an adjustable upper-body feature for added comfort. The guest bedroom offers a rarely used, three-year-old double bed, ready to welcome family and friends. Enjoy added peace of mind with hurricane-resistant windows and sliding glass doors, all installed just three years ago. The roof, replaced in 2020, is the association's responsibility. Additional updates and mechanical details include a 2014 water heater and a 2013 air-conditioning system. Location, lifestyle and convenience, this home has it all. Ideally near the world-famous, powdery quartz-sand beaches of Siesta Key and just a short distance from the vibrant dining, shopping, arts and cultural attractions of downtown Sarasota. Your Sarasota seasonal escape is waiting, come enjoy the sunshine and start living the Florida dream.

4091 Center Pointe Place Unit 40A, Sarasota
500 N Jefferson Avenue Unit C3, Sarasota
$149,900
1 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Discover your slice of Sarasota paradise in this charming villa at Jefferson Club! Ideally located just minutes from vibrant downtown Sarasota, beautiful Lido Beach, shopping, dining, and entertainment. Enjoy peace of mind with a **NEW ROOF and NEW AC (2025)!** This inviting retreat features thoughtful updates, including butcher block countertops, stainless steel appliances, soft-close cabinetry, and a newer front-loading washer and dryer. Enjoy your morning coffee or evening cocktails on your spacious, private gated patio, perfect for relaxing or entertaining. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and Florida living. Don't miss your chance to make it yours!

500 N Jefferson Avenue Unit C3, Sarasota
5105 W Country Club Drive, Sarasota
$585,000
4 Beds ⋅ 2 Baths ⋅ De Soto Country Club Colony SubDv. ⋅ 34243 Zip Code
Contemporary style, generous gathering spaces, and inviting outdoor living come together at 5105 W Country Club Drive. Set on a half-acre corner lot directly across from Palm Aire Country Club, this four-bedroom, two-bath pool home offers a distinctive setting for a primary residence or potential short-term rental. A covered entry courtyard creates a welcoming arrival and introduces the home’s emphasis on outdoor living. Inside, an open, connected layout brings the kitchen, two dining areas, and spacious living room together, with views overlooking the pool. Matching laminate flooring throughout most of the home provides a cohesive backdrop for the contemporary interior. The recently updated kitchen anchors the main living spaces with beautiful stone countertops, stainless steel appliances, light shaker cabinetry, and stylish open shelving. A striking 10-foot island provides generous preparation and serving space, making it equally suited to everyday meals and entertaining. An adjacent dining nook offers a comfortable gathering spot, while a separate dining area accommodates more formal occasions. Two oversized bedrooms enhance the spacious layout, including a generous primary suite with an ensuite bath and private patio. Just off the pool, a versatile bonus room, currently arranged as an additional sleeping space, offers flexibility for a home office, fitness room, or guest retreat. Outside, the pool and surrounding outdoor spaces invite relaxed afternoons, weekend gatherings, and year-round enjoyment of Sarasota’s warm climate. The expansive corner lot adds breathing room and complements the home’s indoor-outdoor appeal. With no HOA, the property also presents potential for short-term rental use, subject to applicable local requirements and buyer verification. Convenient access to shopping, Sarasota Bradenton International Airport, and major roadways rounds out a property that combines contemporary finishes, a flexible floor plan, and multiple possibilities for ownership. Enjoy it as your everyday home or explore its potential as a Sarasota getaway with rental opportunities.

5105 W Country Club Drive, Sarasota
1023 Tocobaga Lane, Sarasota
$2,995,000
3 Beds ⋅ 4 Baths ⋅ Tocobaga Bay SubDv. ⋅ 34236 Zip Code
Sophisticated gated living just moments from the heart of downtown Sarasota. Evoking the timeless elegance of Palm Beach with the warmth of Old Florida charm, this exceptional Spanish Mediterranean residence is tucked within the exclusive gated waterfront enclave of Tocobaga Bay. One of only 9 private residences in the community, ideally positioned just moments from Sarasota's renowned dining, arts, shopping and waterfront attractions. Surrounded by lush tropical landscaping and tranquil water views, the home is thoughtfully designed for both sophisticated entertaining and relaxed everyday living. Expansive interiors are filled with natural light, highlighted by a grand foyer, travertine flooring, oversized floor-to-ceiling picture windows, motorized shades, and custom window treatments throughout. The residence features 3 bedrooms, each with its own en-suite bath, along with a media room or private office and a private 3-stop elevator. The oversized 4-car garage offers exceptional storage and ample spaces for vehicles, golf carts, kayaks, and recreational equipment, while the air-conditioned bonus room appointed with premium finishes including a La Cornue gas cooktop, Sub-Zero refrigerator, custom Campbell Cabinetry, spacious walk-in pantry, oversized center island and Taj Mahal quartz countertops and backsplash. The oversized living room offers an inviting atmosphere for gathering, while the separate formal dining room is perfectly suited for elegant dinners and entertaining. The primary suite serves as a peaceful sanctuary complete with its own Juliette balcony, dual custom walk-in closets, and a spacious en-suite bath. Two additional guest suites occupy the third floor, each with private baths, offering ideal comfort and separation for family and guest. Designed to embrace Sarasota's indoor-outdoor lifestyle, the open-air heated saltwater pool is surrounded by lush tropical landscaping and expansive patio space for lounging and dining. Additional improvements: new tile roof (2023), new irrigation system (2024), updated water heaters (2023 & 2024), electrical panels (2024), and updated A/C units. Residents enjoy access to the community day dock with direct bay access, perfect for boating and waterfront enjoyment. Perfectly located near Sarasota's renowned beaches, St. Armanda Circle, The Bay Park, and the iconic Ringling Bridge, this remarkable residence offers an exceptional lifestyle just minutes from the energy and culture of downtown Sarasota. Offered fully furnished and ready for immediate enjoyment.

1023 Tocobaga Lane, Sarasota
7739 33rd Lane E, Sarasota
$445,000
3 Beds ⋅ 2 Baths ⋅ Maple Lakes SubDv. ⋅ 34243 Zip Code
Lakefront Living in North Sarasota’s Desirable Maple Lakes Community. Welcome to this inviting 3-bedroom, 2-bathroom lakefront home in North Sarasota's desirable Maple Lakes community. Featuring an open-concept floor plan, tranquil pond views, spacious outdoor living areas, and smart-home upgrades, this home offers a wonderful blend of comfort, convenience, and Florida lifestyle living. The thoughtfully designed interior features a spacious living area that flows seamlessly into the dining room and bonus room, creating an ideal setting for everyday living and entertaining. Natural light pours in through French doors, and the bonus room offers picturesque pond views and a welcoming connection to the outdoors. Enjoy Florida’s beautiful surroundings from the expansive 44' x 10' backyard paver patio overlooking the pond. Watch fish, ducks, turtles, egrets, and a variety of birds while relaxing in your own peaceful outdoor retreat. The kitchen features Shaker-style cabinetry, stainless steel appliances, a convenient bar counter, and a cozy dinette area. Sliding glass doors open to an additional 35' x 9' side-yard paver patio, providing even more space for cooking on your outdoor barbecue, entertaining, or simply enjoying the Florida sunshine. The bright and airy primary suite overlooks the pond, offering a relaxing retreat at the end of the day. The primary bathroom features a custom smart mirror with color-changing, illuminated framing for a modern touch. Notable updates and features include a new roof in 2025, stainless steel appliances, smart-home controls for select lighting, ceiling fans, and the sprinkler system, a smart lock on the primary entry door, and smart garage door control. With no CDD fees, this property offers additional value and flexibility. Conveniently located just off Tallevast Road, Maple Lakes is a tucked-away neighborhood across from Kinnan Elementary School and minutes from Sarasota Bradenton International Airport. Enjoy convenient access to University Town Center, Nathan Benderson Park and its world-class rowing facilities, downtown Sarasota, the Ringling Museum, USF, New College, Ringling College of Art and Design, theaters, art galleries, and an excellent selection of restaurants. Beautiful Gulf Coast beaches, including Siesta Key Beach and Lido Beach, plus the shopping and dining of St. Armands Circle, are just a short drive away. Whether you're seeking a peaceful pond-side retreat or easy access to Sarasota’s shopping, dining, arts, and coastal attractions, this home offers an appealing mix of neighborhood charm and Florida living. Experience the immersive 3D interactive panoramic tour to explore every detail and discover this home’s beauty!

7739 33rd Lane E, Sarasota
3182 Windrush Bourne Unit 29, Sarasota
$335,000
2 Beds ⋅ 2 Baths ⋅ Windrush Bourne SubDv. ⋅ 34235 Zip Code
Beautifully updated 2-bedroom, 2-bathroom villa with a 1-car garage in Windrush Bourne, a desirable community within The Meadows in Sarasota. This inviting home features a bright, open floor plan with vaulted ceilings in the living room, creating a spacious and comfortable atmosphere. The updated kitchen offers granite countertops, stainless steel appliances, and ample storage while both bathrooms have been tastefully renovated. The spacious primary suite includes an en-suite bath and generous closet space. Relax and enjoy peaceful pond views from the enclosed lanai, perfect for morning coffee or entertaining. Residents of Windrush Bourne can enjoy two community pools along with the many amenities of The Meadows. The Meadows is known for its scenic walking and biking trails, fitness center, tennis courts, golf courses and social events. Conveniently located near UTC, downtown Sarasota, award-winning beaches, shopping, dining, and more. If you're looking for an updated Sarasota villa with pond views and maintenance-free living, this home is a must-see!

3182 Windrush Bourne Unit 29, Sarasota
4173 Center Pointe Circle Unit 87B, Sarasota
$295,000
2 Beds ⋅ 3 Baths ⋅ Center Gate Village SubDv. ⋅ 34233 Zip Code
Experience the best that Sarasota has to offer in the most ideal location with this lovley townhouse now available in Courtyard Villas! END UNIT, two story, maintenance free villa boasts a PRIVATE COURTYARD, and a one car attached garage! This maintenance free villa offers privacy and convenience with its thoughtful, OPEN layout. The two bedrooms and two full bathrooms are on the second floor which creates a peaceful retreat away from the main living areas and kitchen. One half bath is located downstairs for the convenience of your guests. Enjoy excellent schools within the best location of Sarasota County. Enjoy being just minutes away from shopping, world renowned beaches, grocery stores, and some of the best dining in all of Florida. Residents also have access to a refreshing community pool making every day living feel like a vacation. Schedule your showing today!

4173 Center Pointe Circle Unit 87B, Sarasota
4711 Hollingsworth Avenue, Sarasota
$655,000
1 Beds ⋅ 3 Baths ⋅ Sunset SubDv. ⋅ 34233 Zip Code
The Hollingsworth presents a unique income-producing investment opportunity in central Sarasota featuring three separately accessed furnished-rental spaces and favorable seller financing. The property has a strong historical furnished-rental operating record, averaging approximately $102,000 in annual revenue during 2024–2025, with current underwriting reflecting a projected 7.60% Year 1 cap rate and approximately 14% Year 1 cash-on-cash return based on modeled seller-financing assumptions. Complementing its strong rental performance, the property has an established historical Airbnb operating record with a strong guest review track record. The interiors have been extensively updated with renovated kitchens and bathrooms, updated flooring, HVAC improvements, new entry doors, recessed lighting and additional upgrades. The property also offers dedicated on-site parking and an inviting fenced rear common area with outdoor seating, mature shade trees and string lighting. Its central Sarasota location provides convenient access to Siesta Key, area beaches, dining, shopping and other major Sarasota demand drivers. Favorable seller financing available; see Offering Memorandum for financial details and modeled terms.

4711 Hollingsworth Avenue, Sarasota
5535 Hampstead Heath Unit 45, Sarasota
$287,000
2 Beds ⋅ 2 Baths ⋅ Hampstead Heath SubDv. ⋅ 34235 Zip Code
Virtually Staged. Welcome home to this peaceful, maintenance-free courtyard villa in the highly desirable community of The Meadows! Tucked away in Hampstead Heath amid mature landscaping and majestic shade trees, this move-in-ready 2-bedroom, 2-bath villa with a garage offers effortless Florida living. Step through the updated courtyard gate into a private outdoor retreat with a pergola—perfect for sipping morning coffee, tending to plants, or grilling in total privacy. Inside, the home has been freshly painted top-to-bottom, including the ceilings, and enhanced with modern upgrades throughout. Highlights include new luxury vinyl flooring, new bifold doors, stylish window coverings, updated ceiling fans and light fixtures, and modern switches and outlets, including added GFI protection in the kitchen. The kitchen and laundry area feature BRAND NEW APPLIANCES , including a FRIDGE, STOVE, MICROWAVE, and WASHING MACHINE. Soaring vaulted ceilings and bright skylights fill the home with natural light, while sliders along the great room open to an enclosed lanai with tranquil views of lush greenspace. The ideal split-floor plan ensures complete privacy for hosts and guests alike. The primary suite features a generous walk-in closet, dual vanities, and a walk-in shower. Additional highlights include pull-out pantry shelving, a utility sink, and major peace-of-mind updates: NEW ROOF (2024), HVAC 2022 and NEW WATER HEATER 2024. ENTIRE COMMUNITY EXTERIOR PAINTED beginning of 2026. NEW LATTICE & GATE added. Just steps from the community pool, this home gives you access to 1,600 park-like acres in The Meadows, complete with 14 miles of trails, a fitness center, a Jr. Olympic pool, pickleball courts, and active community events. Minutes from downtown Sarasota, UTC Mall, Nathan Benderson Park, Gulf beaches, I-75, and SRQ Airport. Easy to show—schedule your tour today!

5535 Hampstead Heath Unit 45, Sarasota
2319 Lakeside Mews Unit B3, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Meadowlake SubDv. ⋅ 34235 Zip Code
Enjoy an exceptional pool view with green space beyond and low-maintenance living in this updated, move-in-ready, single-story end-unit villa with no residence above. Just 50 feet from the lanai, the pool feels like your own backyard retreat—without the maintenance. Centrally located just minutes from UTC shopping and dining, with convenient access to I-75, Downtown Sarasota, restaurants, entertainment, cultural attractions and Gulf beaches. Inside, the bright living and dining area features abundant natural light and luxury vinyl plank flooring. The kitchen features granite countertops and stainless steel appliances. The split-bedroom floor plan provides privacy, while the primary suite includes an en-suite bath and direct access to a private courtyard. Upgraded fans and light fixtures add a fresh, modern touch. Recent improvements include a 2023 roof, 2025 AC, 2026 dishwasher, fresh interior paint and a completely refreshed modern exterior completed in September 2026. Meadowlake COA provides substantial value, including roof and exterior maintenance, lawn and landscaping care, pest control, two pools, 150+ cable channels and high-speed internet. The Meadows offers an active lifestyle with two golf courses, 15 Har-Tru tennis courts, eight new pickleball courts, Fitness Center, Junior Olympic-size pool, scenic walking and biking trails, dog park, playground, wellness programs and more. It’s easy to meet people and make new friends through a growing calendar of clubs, socials, holiday events, bingo, dancing, movie and comedy nights, educational programs, fitness and wellness activities. Offered turnkey for immediate enjoyment, with flexibility for buyers who prefer to purchase without furnishings. Quick close available. Property is not in a flood zone so no flood insurance is required. Ideal as a full-time home or seasonal retreat, this villa combines a beautiful setting, extensive amenities and easy Florida living.

2319 Lakeside Mews Unit B3, Sarasota
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