Sarasota Homes with Courtyard Exterior Features

Sarasota Homes with Courtyard Exterior Features

Welcome to Sarasota, Florida, a vibrant coastal gem that perfectly blends sun-soaked beaches with a rich cultural tapestry. Nestled on the Gulf Coast, Sarasota is renowned for its stunning shorelines, lush landscapes, and a thriving arts scene. With its warm climate and friendly atmosphere, it’s no wonder that this picturesque city attracts residents and visitors alike.

One of the standout features of homes in Sarasota is the enchanting courtyard exterior. These charming homes often boast private, beautifully landscaped courtyards that serve as serene outdoor retreats. Imagine sipping your morning coffee surrounded by fragrant flowers and the gentle sound of a water feature, or hosting evening gatherings under the stars in your own personal oasis. Courtyards not only enhance the aesthetic appeal of a home but also provide an inviting space for relaxation and entertainment.

Sarasota’s real estate market offers a diverse array of homes with courtyard features, catering to various lifestyles and preferences. Whether you’re seeking a cozy bungalow or a luxurious villa, you’ll find properties that combine the best of indoor and outdoor living. The courtyard design fosters a sense of community while ensuring your privacy, making it ideal for families, retirees, and everyone in between.

Beyond the stunning homes, Sarasota boasts an array of attractions, from the world-renowned Siesta Key Beach to the vibrant downtown area filled with shops, restaurants, and cultural venues. With its perfect blend of natural beauty and urban convenience, Sarasota is not just a place to live; it’s a lifestyle waiting to be embraced. Come discover your dream home and experience the magic of Sarasota living!

Newest Sarasota Homes with Courtyard Exterior Features

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

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 ⋅ 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 ⋅ 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

***Uniquely positioned within Pipers Waite, this villa enjoys an exceptionally large and private side yard—the only setting of its kind among the community’s 57 residences—together with a beautiful long pond view from the rear of the home***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

6 Beds ⋅ 3 Baths ⋅ Serenoa SubDv. ⋅ 34241 Zip Code

Welcome to 7389 Serenoa Drive, a spacious six-bedroom, three-bathroom residence offering 4,429 square feet of living space in the established Serenoa golf-course community. Situated on an oversized lot of just over half an acre, this thoughtfully updated 1988 home combines generous interior spaces, high ceilings, abundant natural light, and exceptional indoor-outdoor living. The expansive floor plan features multiple living and gathering areas, ceiling fans throughout, oversized closets with built-in shelving, and a combination of wood, porcelain tile, and laminate flooring. Sliding glass doors from nearly every main living area provide direct access to the pool and outdoor entertaining spaces, creating a seamless connection between the interior and private backyard. At the heart of the home is a newly remodeled chef’s kitchen featuring extensive floor-to-ceiling cabinetry, abundant storage and preparation space, new stainless-steel appliances, and beautiful wood flooring. The open layout connects naturally with the surrounding living and dining areas, making it ideal for everyday living and entertaining. Two full bedrooms are located upstairs with access to a private balcony overlooking the pool and peaceful pond. This elevated outdoor space is ideal for watching the sunrise with a morning cup of coffee or relaxing with a book in the afternoon while enjoying the tranquil views. The outdoor living area is designed to embrace the Florida lifestyle. A resort-sized saltwater pool is complemented by a spacious covered seating area, while the expansive backyard provides plenty of room for recreation, entertaining, pets, or simply enjoying the natural surroundings. A large private dog run is located along the side of the home, offering a dedicated outdoor space for pets. The oversized homesite provides exceptional separation and privacy from neighboring homes on both sides. Mature oak trees, established landscaping, and the generous width of the lot create a peaceful and private setting rarely found in traditional residential communities. Serenoa offers a welcoming, family-oriented atmosphere with holiday gatherings held throughout the year, along with monthly social events for adults. Beautiful walking pathways wind through the community, offering a shaded and peaceful setting for walking pets, spending time with family, or enjoying a relaxing morning or evening stroll beneath the canopy of mature oak trees. The property offers golf-course views from the front and a tranquil pond view from the backyard. Serenoa is also known for its natural preserves, established landscaping, mature trees, and abundant Florida wildlife. A three-car garage provides ample parking and storage. The home also includes a distinctive mother-in-law suite, offering valuable flexibility for multigenerational living, extended guests, a private workspace, or additional accommodations. With six bedrooms, multiple living areas, a remodeled chef’s kitchen, extensive storage, direct pool access from much of the home, an upstairs balcony, a resort-sized saltwater pool, a private dog run, and a rare multigenerational layout, this exceptional Serenoa residence offers remarkable space, privacy, versatility, and a strong sense of community.

7389 S Serenoa Drive, 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

3 Beds ⋅ 4 Baths ⋅ Emerald Lndg/Waterside SubDv. ⋅ 34240 Zip Code

Seller offering Buyer incentives for closing costs/rate buy down with competitive offer! Rare Opportunity to own in this prime location offering unobstructed water views of Kingfisher Lake and directly across from your resort style amenities in vibrant and active Waterside Place. This immaculate 2024 David Weekley Rainwater model, tri-level city home, provides luxurious modern living in the heart of Emerald Landing. Fully furnished with chic designer furnishings crafted to perfectly showcase each living space. Plenty of natural light throughout this East facing townhome allows you to enjoy morning sunrises on your pavered private balcony overlooking the peaceful water views. Chef's kitchen boasts focal point 10ft center island for entertaining with Quartz countertops, two-tone custom cabinets, Kitchen Aid stainless steel appliances including GAS cooktop and built-in wall ovens, wine refrigerator, mosaic backsplash, and 42" cabinetry providing ample storage along with your desired closet pantry. Powder room off main living space for guests. Each bedroom boasts its own private ensuite bath and walk-in closets for storage. Relax and enjoy the tranquil water views in your third floor Primary bedroom featuring trey ceiling and huge dream separate walk-in closets fit for any fashionista! Spa-like Primary ensuite bath offers double shower heads including Rainfall, dual Quartz sink vanity, private water closet, and linen storage. Third floor laundry room provides ease and convenience. Energy efficient updates include high impact hurricane windows for peace of mind, tankless Gas water heater, and Ecowater softener system. The oversized attached 2 car garage provides extra storage space and versatility. Spend more time enjoying the Waterside lifestyle with maintenance free living that includes all your exterior landscaping, irrigation and exterior maintenance. Emerald Landing offers resort style amenities such as heated lap pool, clubhouse for social activities, pickleball courts, fire pits, dog park, playground, and kayak launch onto Kingfisher Lake. Live the exciting Waterside lifestyle by taking the water taxi that departs directly across from your front door at the community dock to Waterside Place—home to the Waterside Place farmers market, various restaurants and dining options, shopping, volleyball, splash pad, and plenty of fitness and social activities including live music for all ages to enjoy!

1528 Skysail Lane, Sarasota

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

Significant $25,000 Price Reduction! Welcome to this light and bright updated villa with garden views, paver driveway and a charming, private gated courtyard. This two bedroom, two full bathroom plus den home enjoys maintenance-free exteriors so you have time to enjoy the easy Florida lifestyle! Enjoy an open floor plan featuring gleaming bamboo flooring and plantation shutters, topped off with crown molding for a polished finish. Updates abound including kitchen with granite countertops, white cabinetry with pull-outs in each cupboard, glass backsplash, newer stainless steel appliances and a clever movable kitchen island for flexibility. The expanded kitchen flows to the den area for a cozy second living area. A spacious living room offers decorative details, built-in cabinetry with storage and a wood-burning fireplace with stacked stone surround. This is the perfect place to entertain or relax with family, with a wall of glass sliders leading to the lanai. A peaceful garden view offers privacy while being a short stroll to one of two heated community pools. The primary suite has sliders to the lanai, large walk-in closet, and an updated ensuite bathroom with granite dual vanities and step in shower. The guest bedroom allows plenty of room for the comfort of guests with an adjacent, updated bathroom just down the hall. A large laundry room with a new, full-size washer and dryer offers even more storage. All popcorn ceilings have been removed, including the garage. New roof 2025, HVAC 2023, water heater 2019, appliances 2023-2026. Loads of storage in the 2-car garage. Chanteclaire is a desirable, well-maintained, quiet neighborhood located within The Meadows, graced with shady oaks and towering pines. 24 hour vehicle safety patrol for peace of mind. Meadows homeowners enjoy pay to play golf, tennis complex with 15 Har-tru courts, 10 pickleball courts, a junior Olympic swimming pool with spa, new fitness center, private dog park, basketball, playground, lending library, and daily complementary coffee with the neighbors. An endless calendar of events, activities, fitness classes, yoga, tai chi, water aerobics, arts and crafts, speaker series, movie and comedy nights, food trucks, and friendly wine and cheese socials allows you to plug into whatever level of active lifestyle suits you! All located within 1,600 acres of mature landscaping with miles of trails, wildlife preserve and over 80 lakes, while convenient to downtown Sarasota for arts, culture and nightlife, and next door to University Town Center Mall for over 90 dining venues and luxury shopping. The best Gulf Coast beaches are easily reached within a short drive. A true oasis community in a sophisticated and vibrant city!

5435 Chanteclaire Unit 69, Sarasota

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