Sarasota County Homes with Courtyard Exterior Features

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

$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

$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

$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

$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

5830 Midnight Pass Road Unit 8, Sarasota

$429,000

1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out!

5830 Midnight Pass Road Unit 8, Sarasota

$6,400,500

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 at a 7 cap 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 quartz sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!

662 Calle Del Otono, Sarasota

$169,000

2 Beds ⋅ 2 Baths ⋅ Country Club Apts SubDv. ⋅ 34285 Zip Code

Welcome to your own little piece of paradise on the island of Venice. This beautiful two bath, two bedroom first floor condo is located just a short walk or bike ride to the beach. Did I mention that the Venetian Waterway is just a short distance from here along with shopping and lots of places to eat. This condo has impact windows, a newer air conditioner (2026) and the roof was just recently replaced. Best of all it is being sold furnished !!

649 Tamiami Trail S Unit 107, Venice

1555 Tarpon Center Drive Unit 140, Venice

$485,000

2 Beds ⋅ 2 Baths ⋅ Bahia Vista Gulf SubDv. ⋅ 34285 Zip Code

Great condominium and an even better location in Bahia Vista Gulf. First floor, good parking spot, short distance by the new sidewalk to your front door. Your condominium is near beautiful Venice beach and the newly renovated BVG Gulf-side pool. New pavers everywhere, new furniture around the multiple decks surrounding a resort setting, a great place to meet new friends and catch up with old friends, soak up the sun, enjoy a book game of cards you name it. This is the place to be. This condominium has been recently renovated with new floors and furniture that is included. The great room has a comfortable sectional that cleverly converts to a queen bed. You can easily sleep six in this lovely condominium. The primary bedroom is spacious and has a walk-in closet with a hidden surprise. Your washer and dryer are installed in there and vented from the outside wall. Guest bedroom has a trundle bed that opens to accommodate two sleepers, the newly renovated bath is just a short distance from the trundle. The kitchen has granite countertops, a ton of workspace and a wine refrigerator, white cabinets always feel like Florida and make the kitchen bright and beachy. The kitchen slider will take you out to a second patio to enjoy the Gulf breezes. You have choices for sure, but this complex will not disappoint. The public beach is close by, the Crow's Nest restaurant is across the street, shopping, entertainment and more restaurants are just a short walk to beautiful downtown Venice. This condominium will not be available from February 1 through April 15, 2027, for a returning renter. So here is a rental income for 2027 as well. But there's plenty of time until then to make it your getaway.

1555 Tarpon Center Drive Unit 140, Venice

Sarasota County Homes with Courtyard Exterior Features

Newest Sarasota County Homes with Courtyard Exterior Features