Sarasota County Homes with Courtyard Exterior Features

Sarasota County 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 County Homes with Courtyard Exterior Features

8551 Pickwick Road, North Port
$170,000
2 Beds ⋅ 2 Baths ⋅ Leisure Villas West SubDv. ⋅ 34287 Zip Code
Step into this charming 2-bedroom, 1-bath home in North Port’s Leisure Villas West community, where comfortable single-story living meets convenient access to the area’s growing amenities. The 1,050-square-foot block residence, built in 1971 and topped with a durable tile roof, features a nicely remodeled bathroom and an attached garage that provides everyday practicality. Residents enjoy a low-maintenance lifestyle with an $85 monthly HOA fee while being just minutes from Venice Beach, downtown Venice, and the vibrant shops and dining of Wellen Park. Outdoor enthusiasts appreciate the short drive to CoolToday Park, home of the Atlanta Braves spring training, along with nearby parks and recreational spots that make the most of Southwest Florida’s sunny climate. This well-located property offers a balanced blend of quiet neighborhood living and easy access to coastal and cultural attractions. Welcome HOME~!

8551 Pickwick Road, North Port
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
1749 Sandalwood Drive, Sarasota
$2,649,900
4 Beds ⋅ 4 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
Imagine beginning your morning with coffee overlooking the water, spending the afternoon exploring Sarasota Bay by boat, and returning home for an evening beside the pool. At 1749 Sandalwood Drive, this is the appeal of waterfront living in Southpointe Shores, an established Sarasota neighborhood just a short drive from Siesta Key Beach. Surrounded by mature palms and tropical landscaping, this furnished residence offers a private, compound-style setting with distinctive architectural character. Its thoughtfully redesigned kitchen, dining, bar, and living areas create inviting spaces for both everyday routines and memorable gatherings. The transformation features imported Lube of Italy custom cabinetry, Thermador appliances including a warming drawer, Brazilian granite with semi-precious stone detailing, Italian marble flooring, and carefully selected lighting. Here, the transition from indoors to outdoors feels natural. Expansive gathering areas connect to a generous lanai, pool, and spa, inviting you to enjoy a quiet morning, an afternoon swim, or dinner with friends. The outdoor setting provides room to relax and make the most of Sarasota's warm coastal climate. For boating enthusiasts, the waterfront location adds another dimension to daily life. Situated just two homes from the Intracoastal Waterway, the property offers deepwater access, a 12,000-pound boat lift, and 50-amp dock service. Set out along the waterways toward Sarasota Bay, enjoy time on the water, and return to your own dock at the end of the day. Southpointe Shores is appreciated for its wide canals, boating culture, and established residential surroundings. Away from the water, the location keeps much of Sarasota within convenient reach. Enjoy the quartz sand of Siesta Key Beach, explore nearby dining and shopping, or take advantage of downtown Sarasota's galleries, theaters, and cultural attractions. The setting balances a quieter residential atmosphere with access to the activities that define the Gulf Coast lifestyle. Thoughtful improvements add comfort and convenience, including impact glass windows and doors, integrated indoor and outdoor Sonos audio, dedicated electronics infrastructure, and a whole-house security system with 12 cameras installed in 2024. Additional updates include a roof and room addition in 2018, full re-pipe in 2021, pool equipment replacement in 2023, and new air-conditioning systems in 2024. More than a collection of impressive finishes, 1749 Sandalwood Drive offers the opportunity to enjoy Sarasota from the water, welcome guests into beautifully designed spaces, and come home to a tropical waterfront setting. Discover the possibilities of life in Southpointe Shores.

1749 Sandalwood Drive, Sarasota
6005 Midnight Pass Road Unit S6, Sarasota
$839,000
2 Beds ⋅ 2 Baths ⋅ Provintial Gardens SubDv. ⋅ 34242 Zip Code
Escape the winter blues with this turnkey furnished free-standing villa ready for IMMEDIATE occupancy with DEEDED SIESTA KEY BEACH and BAY access steps away in a non age restricted community. No logistical headaches having to furnish a property in order to occupy or rent it. This beautifully decorated and extensively updated, maintenance-free, open floor plan, villa can be your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer/dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. Added peace of mind comes from no flooding or storm damage sustained from recent storms. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025, exterior painting will be completed by December. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with all new appliances within the past two years. For accessibility 36 inch doorways and grab bars are present, as well as smart home features such as keyless electronic front door entry, nest thermostat, and ring door bell. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and expansive guest suite are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft close cabinets, granite countertops, a large pantry, water filter system, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite includes its own private outdoor space with a water fountain. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise/wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees. The community’s bay front park includes a day dock for residents’ use. Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street. Catch the free trolley to enjoy a casual lunch or a fine dining dinner. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one pet. The monthly HOA fee is $1,113. Come enjoy winter on Siesta Key!

6005 Midnight Pass Road Unit S6, Sarasota
1630 Bonita Lane, Sarasota
$2,275,000
3 Beds ⋅ 3 Baths ⋅ Granada SubDv. ⋅ 34239 Zip Code
Welcome to this charming single-family residence located in the highly sought-after Granada neighborhood. Step inside to find a welcoming layout complete high ceilings, open floor plan and elegant saltillo tile. The property offers the perfect canvas to experience the quintessential Florida lifestyle, surrounded by lush, mature landscaping on a quiet residential canopy street. Positioned just minutes away from top-rated Sarasota schools, world-class dining, boutique shopping, and the pristine sands of Siesta Key. More Photos to come.

1630 Bonita Lane, 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
3964 Ashwood Lane Unit 34, Sarasota
$169,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Ridge Villas SubDv. ⋅ 34232 Zip Code
Welcome to this well-maintained 2-bedroom, 2-bath villa in a welcoming 55+ community with shopping, parks, restaurants, and everyday conveniences close by. The neighborhood’s tree-lined streets also make it a great place to get outside and enjoy a walk. Inside, you’ll find a bright, comfortable layout with impact windows, tile and laminate flooring. The villa also features an attached utility room with washer and dryer, covered carport, and a small patio area perfect for enjoying the Florida weather. Community amenities include a pool, clubhouse, fitness center, library, shuffleboard, and putting green. A great option for anyone looking for a low-maintenance Florida lifestyle in a convenient location. Those familiar with Glen Oaks know what a great location it offers! Just a short walk away is the newly updated Bobby Jones Golf & Nature Park, featuring golf, scenic nature trails, and even lawn bowling. Shopping is less than a mile away, and UTC Mall is just a quick drive. Glen Oaks Ridge also offers plenty of ways to stay active and social. Relax by the heated community pool overlooking the lake, enjoy community parties, and more. Whether you prefer to stay busy or simply enjoy the Florida sunshine, there’s something here for everyone.

3964 Ashwood Lane Unit 34, 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
700 Golden Beach Boulevard Unit 222, Venice
$675,000
2 Beds ⋅ 2 Baths ⋅ Golden Beach SubDv. ⋅ 34285 Zip Code
Beachfront, 2 bedroom, 2 full bath condo in the gated MacArthur Beach & Racquet Club complex. The home is newly furnished, has updated appliances including a washer & dryer in the unit. There are Plantation Shutters and beautiful flooring throughout. Enjoy the peace from your 2nd floor (top floor) private Lanai looking directly at the soothing waters of the Gulf of Mexico where you will see beautiful sunsets. Residents enjoy private beach access just steps away from your front door, a heated community pool, and a community clubhouse complete with a kitchen. The heated pool is encompassed by a beautifully landscaped courtyard and also has a view of the gulf. Other activities like fishing, swimming, boating, or sailing can be found in the nearby city of Venice. There is on-site property manager that meticulously maintains the grounds. Additionally there is a car wash area, bike racks, an exterior laundry room and both covered and uncovered parking. Enjoy the convenience of walking, driving or biking to Venice's abundant restaurants, shopping, entertainment and year round community activities. Close to dozens of golf courses & legacy trail.

700 Golden Beach Boulevard Unit 222, Venice
3978 Overlook Bend Terrace Unit 25, Sarasota
$211,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Ridge Villas SubDv. ⋅ 34232 Zip Code
UPDATED FRENCH PROVINCIAL STYLE VILLA IN Glen Oaks Ridge...A 55+ community with plenty of amenities! Please come tour this END unit villa offering a private carport and driveway plus plenty of guest parking AND...CENTRALLY located near UTC, Downtown, Bobby Jones Golf Course, Orioles Spring Training park, St. Armand's, Lido Beach AND a brand new park on 17th St with numerous attractions! Two bedrooms and Two updated bathrooms Plus the primary bedroom has a walk in closet. The updated kitchen has been "opened up" to the common area rooms and is equipped with a new breakfast bar, new kitchen cabinets (with soft close doors/drawers and 2 cabinets with 5 pullout drawers each) with subway backsplash, quartz countertops new stainless steel refrigerator, Range, exhaust fan and dishwasher. Other interior upgrades include beautiful porcelain tile flooring & baseboards, Plantation shutters, lighting fixtures and newer ceiling fans throughout. The HVAC AND DUCTWORK & Hot water tank were recently replaced. You'll have a large laundry room/storage room/utility room with NEW washer/dryer and a new wash tub. Outside you have a beautiful new paver courtyard and newly screened in front porch with Solar Screening. Glen Oaks Ridge has amenities to include a beautiful heated pool overlooking the lake and a lake fountain, clubhouse with billiards, event planning, social activities, putt putt, shuffle board, gym, etc. The condo fee includes Water, Sewer, Trash, Basic Cable, BUILDING INSURANCE, on site manager, rec facilities, ground maintenance, building exterior maintenance, roof repairs and replacement! This is a great value listed @ $211,000!

3978 Overlook Bend Terrace Unit 25, Sarasota
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