South Sarasota Homes with Sidewalk Exterior Features

South Sarasota Homes with Sidewalk Exterior Features

Welcome to South Sarasota, Florida—a vibrant gem nestled in Sarasota County, known for its picturesque landscapes, welcoming community, and an abundance of recreational activities. This charming area boasts a delightful blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

South Sarasota is characterized by its lush greenery, beautiful parks, and stunning waterfront views. Residents enjoy easy access to the stunning Gulf Coast beaches, where sun-soaked days can be spent lounging on the sand or exploring the warm, inviting waters. The city is also home to an array of dining, shopping, and entertainment options, ensuring that there’s always something to do.

One of the standout features of homes in South Sarasota is their inviting sidewalks. Many properties boast well-maintained sidewalks that enhance the neighborhood's charm, encouraging evening strolls and morning jogs. This feature not only promotes an active lifestyle but also fosters a sense of community as neighbors connect while enjoying the beautiful Florida weather.

Whether you’re looking for a cozy single-family home or a spacious family residence, South Sarasota offers diverse real estate options, all set against a backdrop of lush landscaping and friendly neighbors. Experience the joy of living in a community where outdoor activities are just a step away from your front door. Come discover the allure of South Sarasota—where your dream home awaits!

Newest South Sarasota Homes with Sidewalk Exterior Features

2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code

Don't miss the opportunity to see this fantastic, centrally located 2/2/1 residential home in the much sought after Gulf Gate neighborhood. The property consists of a lush, large corner lot with a side fenced area and an irrigation system. Located just minutes from World Famous Siesta Key Beach and the Gulf Gate shopping district. This Ruth Richmond designed split plan home was remodeled in the 90's and has a cool, retro vibe. Beautiful Terrazzo floors thru-out the main living areas and carpet in the bedrooms. Spacious main bedroom has a walk-in closet and a large bay window. The main, attached bath has his & her sinks and a walk-in shower. The light & bright central kitchen has a breakfast bar, Corian countertops & plenty of cabinet space. Gulf Gate is a deed restricted neighborhood just down the street from the new Sarasota Square project. New flat roof installed last year. This represents the lowest priced single family home in the neighborhood . Become part of a friendly, family-focused community in one of Sarasota’s most desirable areas. Location truly matters—and Gulf Gate delivers! Tenant occupied until March 31, 2027.

3190 Regatta Circle, Sarasota

2 Beds ⋅ 2 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code

Tour 1 Come see this very modern, updated 2-bedroom, 2-bath condo in Sienna Park, ideally located in the heart of Sarasota! This move-in-ready unit features an updated kitchen with granite countertops, updated bathrooms, attractive vinyl flooring, and a bright, comfortable living space. This ground floor unit has a very favorable front door, designated parking space. Also, a private fenced in back yard is included!! Sienna Park offers great community amenities, including a heated swimming pool, fitness center, clubhouse, tennis courts, and recreational areas. The central location puts you close to shopping, restaurants, grocery stores, entertainment, and everyday conveniences, with world-famous Siesta Key Beach just a short drive away. This unit has maintained great rental history for the investor.

3427 Clark Rd Unit 127, Sarasota

2 Beds ⋅ 2 Baths ⋅ Marblehead SubDv. ⋅ 34231 Zip Code

Welcome to this beautifully maintained, move-in-ready 2-bedroom, 2-bathroom Sarasota pool home, offering the perfect combination of comfort, flexibility, location, and the quintessential Florida lifestyle. A versatile bonus/flex room provides additional living space and can easily be used as a home office, den, media room, studio, or potential third bedroom, depending on your needs. Step outside and enjoy your private screened-in swimming pool, surrounded by beautifully maintained outdoor spaces and lush landscaping. Whether you’re relaxing by the pool, entertaining guests, enjoying your morning coffee, or simply taking advantage of Florida’s year-round outdoor lifestyle, this home provides the perfect setting. The home has been thoughtfully maintained and updated, including: Kitchen pantry remodel 2024, Closet organizers in both bedrooms – 2022, Kitchen appliances 2022, A/C compressor coil replaced 2024, Complete A/C system replaced 2017, Water heater 2026, Garage epoxy flooring and built-in cabinet – 2018.Prime Sarasota Location!!Enjoy the convenience of a central Sarasota location with easy access to beaches, shopping, dining, entertainment, medical facilities, and more. The home is approximately: 5.5 miles to Turtle Beach, 4 miles to Siesta Key Beach, 12 miles to UTC Mall. This desirable location allows you to enjoy the best of Sarasota from beautiful Gulf Coast beaches and outdoor activities to shopping, restaurants, and entertainment all within easy reach. Lower Cost of Ownership. The property also offers the significant benefit of NO CDD fees and a low HOA, helping keep ownership costs lower while allowing you to enjoy everything Sarasota. Whether you’re searching for a full-time residence, Florida vacation or seasonal home, retirement retreat, or investment property, this home offers exceptional versatility and an appealing lifestyle combination of a private pool, flexible living space, thoughtful updates, beautiful outdoor areas, and a convenient Sarasota location. Don’t miss your opportunity to own a well-maintained pool home in one of Sarasota’s desirable areas. Schedule your private showing today!

2557 Marblehead Drive, Sarasota

3 Beds ⋅ 2 Baths ⋅ Golf Club Estates SubDv. ⋅ 34231 Zip Code

Come in, kick off your shoes and stay awhile! This light-filled 3-bedroom, 2-bath Sarasota BLOCK home has an easy, comfortable feel and a floor plan that lives much larger than its 1,725 square feet. Vaulted ceilings and open living spaces give you room to spread out, gather with friends or simply relax and with a 2022 ROOF and NO HOA fees or restrictions, there’s even more to love. The kitchen is right in the heart of it all, with white cabinetry, granite countertops, stainless steel appliances, plenty of storage and counter space, and a breakfast bar perfect for morning coffee or chatting with the cook. There’s also a sunny breakfast nook plus a separate dining area, so you can keep things casual or set the table when company comes. Open the sliders and Florida living takes over. The screened lanai leads to a beautifully landscaped backyard filled with mature tropical plants, lush lawn and plenty of privacy. Garden, entertain, enjoy dinner outside or find your favorite shady spot with a good book,this is a backyard you’ll actually want to use. The primary bedroom enjoys wood-look laminate flooring and direct access to the screened lanai, while a cleverly placed pocket door can close off the two secondary bedrooms and guest bath from the main living area, creating a private guest wing when you want one. Even the garage gets a little extra attention, the two-car garage features a finished floor and screened garage doors, making it a clean, versatile space where you can let the Florida breeze in while keeping the bugs out. And then there’s the location. You’re tucked into an established Sarasota neighborhood without an HOA telling you what to do, yet convenient to shopping, dining, I-75 and Sarasota’s incredible beaches. Comfortable, flexible and wonderfully easy to live in, this one just feels like home.

4380 Iola Drive, Sarasota

2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code

COMPLETELY REMODELED & MOVE-IN READY! Welcome home to this beautifully updated 2-bedroom, 2-bath villa featuring a desirable split-bedroom floor plan and stylish improvements throughout. Step inside to a bright, fresh interior showcasing NEW PAINT and LUXURY VINYL FLOORING THROUGHOUT, creating a clean, cohesive look with easy-care living. The stunning NEW KITCHEN is the heart of the home, featuring QUARTZ COUNTERTOPS, NEW STAINLESS-STEEL APPLIANCES, and plenty of workspace for everyday meals and entertaining. Both bathrooms have been thoughtfully remodeled with attractive, modern finishes that complement the home's updated design. Major improvements provide added peace of mind, including a NEW ROOF and NEW HURRICANE-IMPACT WINDOWS AND DOORS THROUGHOUT. Additional conveniences include a PRIVATE LAUNDRY ROOM and COVERED CARPORT, adding valuable storage and functionality to everyday living. The updated lanai provides a wonderful extension of the living space—perfect for morning coffee, relaxing with a good book, or enjoying an evening meal.Beyond the villa, the community offers a relaxed Florida lifestyle with an ACTIVE CLUBHOUSE, BEAUTIFUL COMMUNITY POOL, and a peaceful, park-like setting along LITTLE SARASOTA BAY, where you can unwind and enjoy spectacular sunsets. Best of all, you're just a short bike ride from SIESTA KEY'S WORLD-FAMOUS WHITE-SAND BEACHES, along with nearby restaurants, shopping, and entertainment. With its extensive renovations, desirable location, and truly move-in-ready condition, this villa offers an exceptional opportunity to enjoy the best of Florida living!

5823 Tidewood Avenue Unit 19, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code

DON'T MISS THIS ! 2 bed/2bath ground floor condo with private patio. has been rented for the past 13 years, vacant now, Close to restaurants shopping, grocery and schools. Extra storge closet, pool and fitness center. All measurements should be verified by buyer or buyers agent

2763 Woodgate Lane Unit 104, Sarasota

2 Beds ⋅ 2 Baths ⋅ Gulf Gate Manor SubDv. ⋅ 34231 Zip Code

Welcome to Gulf Gate Manor, one of Sarasota's most desirable and conveniently located communities! Offering the perfect blend of comfort, affordability and coastal lifestyle. Just minutes from Worlds Famous Siesta Key Beach. As a primary residence or a seasonal retreat, Gulf Gate Manor is know for its friendly atmosphere, mature landscaping and unbeatable proximity to Sarasota's beaches, cultural attractions, shopping, dining and more. Don't miss this opportunity to own an affordable slice of paradise in one of Sarasota's most sought after location.

2450 Terry Ln, Sarasota

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

Enjoy all the benefits of Siesta Key living—without the traffic! Ideally situated at the south entrance to Siesta Key in the sought-after waterfront community of Castel del Mare, this light-filled first-floor, 2-bedroom, 2-bath residence offers the perfect combination of comfort, convenience, and coastal lifestyle. Just moments from world-renowned Siesta Key Beach, you'll appreciate easy island access while remaining close to mainland shopping, dining, entertainment, and everyday conveniences. The thoughtfully designed 2 bedroom 2-bathroom floor plan features an inviting open-concept living and dining area enhanced by abundant natural light. The spacious living room flows seamlessly into the enclosed garden-view lanai, creating a peaceful space to enjoy your morning coffee, read a book, or unwind while overlooking the lush tropical landscaping. The kitchen offers warm wood cabinetry, generous storage, ample counter space, and a functional layout with pass through to the dining room that makes meal preparation effortless. The primary suite provides a tranquil retreat with a walk-in closet, en-suite bath featuring an updated vanity and walk-in shower, while the guest bedroom is generously sized and conveniently located near the second full bath—perfect for visiting family and friends, can easily be used as flex space accommodating a home office, reading nook, or hobby area. Beyond the residence, Castel Del Mare offers an exceptional collection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, kayak launch and storage, fishing, and a scenic waterfront boardwalk that winds throughout the beautifully landscaped community. Spend your days relaxing beside the bayfront pool, launching a kayak on the Intracoastal Waterway, watching dolphins and boats drift by, or taking in breathtaking Sarasota sunsets. With Siesta Key Beach just moments away and everything Sarasota has to offer within easy reach, this waterfront retreat delivers an exceptional combination of location, lifestyle, and value. Schedule your private showing today and experience the best of Florida waterfront living. Long-term tenant in place.

1638 Stickney Point Road Unit 38-102, Sarasota

6 Beds ⋅ 4 Baths ⋅ Roselawn SubDv. ⋅ 34231 Zip Code

Discover this turnkey duplex — a fully updated 6-bed, 4-bath property (3 bedrooms and 2 baths per unit) offering exceptional income potential in a prime location. Each spacious unit features modern finishes and thoughtful layouts for comfortable living. Enjoy private oasis backyards with dedicated heated pools and fully fenced privacy on both sides — perfect for tenants seeking resort-style relaxation without sharing space. Separate entrances from Roselawn Street and Hansen Street. Recent upgrades include a new metal roof (2025) and comprehensive updates throughout, ensuring low maintenance and strong rental appeal. This duplex is an excellent investment, currently positioned to generate reliable income in a high-demand Sarasota rental market. Central Sarasota location provides easy access to world-famous Siesta Key Beach (minutes away via North Siesta Key Bridge), shopping, restaurants, parks, and everyday conveniences. Quick drives to downtown Sarasota, I-75 make it ideal for residents and investors alike. Whether you're expanding your portfolio or seeking a smart income-producing property, this updated duplex delivers value, privacy, and location in one package. Don't miss out — schedule a showing today!From Bee Ridge Rd, Turn South on School, North on Hansen or Roselawn St. Go to address. From US41 Turn East on Roselawn and go to address.

2047 Roselawn Street, Sarasota

3 Beds ⋅ 2 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code

Welcome to this stunning contemporary modern pool home, offering 3 bedrooms, 2 full bathrooms, a dedicated office, and nearly 2,300 square feet of thoughtfully designed living space. Situated on a premium corner lot with no HOA, no CDD fees, and located outside of a flood zone, this exceptional property combines modern design, privacy, and everyday functionality in one of Sarasota's most desirable locations. Designed with entertaining in mind, the open-concept floor plan features soaring 10+ foot ceilings, impact windows, tall contemporary solid-core doors, and an abundance of natural light throughout. At the center of the home is the impressive chef's kitchen, complete with luxury stainless steel appliances, a built-in oven, microwave, dishwasher, separate cooktop, custom high-gloss cabinetry, granite countertops, a spacious pantry, and an oversized island perfect for gathering with family and friends. The kitchen flows seamlessly into the expansive living and dining areas, creating an inviting space for both everyday living and entertaining. The spacious primary suite serves as a private retreat, featuring a large walk-in closet and a beautifully appointed en-suite bathroom with dual vanities and an oversized walk-in shower. The additional bedrooms are generously sized and, along with the second bathroom, provide direct access to the outdoor living area, creating a unique indoor-outdoor lifestyle rarely found at this price point. A dedicated office offers flexibility for working from home, a media room, or additional guest space. Expansive 10-foot sliding glass doors open to the covered lanai and resort-inspired courtyard, where a sleek lap-style pool and oversized paver deck create the perfect setting for relaxing or entertaining. Surrounded by mature palm trees and a fully fenced backyard, the outdoor space offers exceptional privacy and a true tropical atmosphere. Additional highlights include a spacious laundry room with custom cabinetry, a two-car garage, impact windows, and high-end finishes throughout that reflect the home's attention to detail. Perfectly located approximately 4 miles from world-famous Siesta Key Beach, this home is just minutes from downtown Sarasota, excellent schools, shopping, dining, parks, and everyday conveniences. Combining contemporary architecture, quality craftsmanship, and an unbeatable location, this move-in-ready home offers the Florida lifestyle you've been searching for. Schedule your private showing today. Interest rate buy-down available with acceptable offer and terms.

4524 Riverwood Avenue, Sarasota

1 Beds ⋅ 1 Baths ⋅ Baywood Colony Gdn Apts SubDv. ⋅ 34231 Zip Code

Discover one of the best values on Sarasota's south side. Aggressively priced below comparable sales, this updated 1-bedroom, 1-bath condo in Baywood Colony Gardens offers an incredible opportunity to own just 1.5 miles from world-famous Siesta Key Beach without the premium price tag. Inside, you'll find 679 square feet of thoughtfully updated living space featuring luxury vinyl plank flooring, hurricane-impact windows, newer appliances, and a beautifully refreshed bathroom vanity. A private storage closet just outside the unit provides extra convenience, while the nearby community laundry room is easily accessible. Nestled in a quiet neighborhood surrounded by single-family homes, Baywood Colony Gardens offers a peaceful setting with unbeatable convenience. Located just minutes from US-41, you're close to Sarasota's top restaurants, shopping, parks, and entertainment, making everyday living or seasonal stays effortless. Whether you're searching for an affordable primary residence, a winter getaway, or an investment property with excellent long-term rental potential, this condo delivers exceptional value in one of Sarasota's most desirable locations. Opportunities this close to Siesta Key at this price point are becoming increasingly rare - don't miss out!

5800 Hollywood Boulevard Unit 312, Sarasota

4 Beds ⋅ 2 Baths ⋅ North Vamo Sub 2 SubDv. ⋅ 34231 Zip Code

Attention income seekers: here's a full duplex where two complete homes share one smart investment, each offering two bedrooms, one bath, and a floor plan ready to put money to work. With 1,694 square feet spread across both sides, this property practically hands you a built-in revenue stream from the moment you turn the key. The math is refreshingly straightforward. Two rentable units mean two monthly checks, giving you the flexibility to lease both for maximum yield or live in one while the other quietly covers your costs. Each home comes equipped with a range, refrigerator, and its own washer and dryer—amenities that keep tenants happy and turnover low. Better still, the property carries genuine renovation upside; a few thoughtful updates could lift rents and boost your return in short order. Location does plenty of the heavy lifting when it comes to attracting quality renters. Sprouts Farmers Market sits practically next door for effortless grocery runs, while Wharf Road Park offers green space for weekend leisure just around the corner. A nearby bus stop along Tamiami Trail keeps tenants well connected, and the surrounding Sarasota neighborhood adds steady demand that landlords love. Whether you're building a rental portfolio, seeking a house-hack that pays your mortgage, or simply chasing dependable cash flow, this duplex delivers the fundamentals plus room to grow. Opportunities that combine location, layout, and upside like this move quickly. Schedule your private showing today and start counting the returns. New Septic System being installed.

1805 Marbeth Street Unit 1805/1807, Sarasota

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