South Sarasota Homes with Sidewalks Community Features

South Sarasota Homes with Sidewalks Community Features

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida’s picturesque Sarasota County. Known for its stunning beaches, vibrant cultural scene, and lush landscapes, South Sarasota offers an exceptional quality of life that attracts families, retirees, and everyone in between. With its warm climate and friendly community, it’s no wonder that this area has become a sought-after destination for those looking to call Florida home.

One of the standout features of South Sarasota is its charming neighborhoods, particularly those that boast homes with sidewalks. These communities are designed with connectivity in mind, allowing residents to enjoy leisurely strolls, morning jogs, or evening bike rides while soaking in the beauty of their surroundings. Sidewalks create an inviting atmosphere, encouraging neighbors to engage with one another and fostering a true sense of community.

In South Sarasota, you’ll find a diverse array of homes that cater to various lifestyles and budgets. From cozy single-family homes to modern townhouses, there’s something for everyone. Many properties are situated near parks, schools, and shopping centers, making daily life both convenient and enjoyable. The lush greenery and well-maintained streets enhance the neighborhood’s charm, providing a serene backdrop for your everyday adventures.

With its blend of natural beauty, community spirit, and easy access to the best that Sarasota has to offer, South Sarasota is more than just a place to live; it’s a place to thrive. Discover your dream home in this delightful enclave and experience the vibrant lifestyle that awaits you!

Newest South Sarasota Homes with Sidewalks Community Features

$325,000
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
$250,000
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
$124,900
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
$499,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Nestled in the heart of Sarasota's coastal paradise, this beautifully renovated, TURNKEY FURNISHED waterfront condominium offers exceptional bay views and the effortless Florida lifestyle you've been searching for. Located in the highly sought-after Castel Del Mare, affectionately known as the "Hidden Jewel on the Bay," this beautifully updated first-floor 2-bedroom, 2-bath residence is less than one mile from Siesta Key Beach access and just minutes from downtown Sarasota, St. Armands Circle, premier dining, shopping, and entertainment. Step inside to discover a bright, inviting interior where tranquil water views immediately capture your attention. Thoughtfully renovated throughout, the residence showcases luxury vinyl plank flooring, a beautifully redesigned kitchen with shaker-style cabinetry, quartz countertops, tile backsplash, updated hardware and fixtures, generous workspace, and abundant storage. The spacious living and dining areas flow seamlessly to the private lanai, creating the perfect setting to relax while enjoying peaceful bay breezes and picturesque waterfront scenery. The generous primary suite offers beautiful water views, ample closet space, and a beautifully updated en-suite bath, while the guest bedroom and renovated second bath provide comfortable accommodations for family and visitors. Being offered completely turnkey furnished, this residence is ready to enjoy immediately as a full-time home, seasonal retreat, or investment opportunity. 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 move-in ready waterfront retreat delivers an exceptional combination of location, lifestyle, and value. Schedule your private showing today and experience the best of Florida waterfront living.

1602 Stickney Point Road Unit 2-104, Sarasota
$373,750
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Live close to Siesta Key Beach, rated in the top ten beaches and in Sarasota, Florida, CNN rated as the #1 city to visit in the United States for under $375,000. This two-bedroom, one and one-half bathroom townhouse unit is just across the south bridge to Siesta Key. A short walk to Crescent Beach, restaurants, shopping, and off-island in season, do not deal with beach traffic. The 1,232 square foot townhouse has two floors, a screened and private covered lanai on the first floor and a private open balcony on the second floor. The living area and the primary upstairs bedroom both overlook a private, tranquil rear yard and greenbelt area for your relaxation and your enjoyment. This townhouse is turn-key furnished, with an inside utility closet with a stack washer/dryer, new extra under stairs, 3 x 6 storage closet and an additional 4 x 6 mechanical closet with the HVAC system, hot water heater and more storage space. This is one of the few units in the complex with inside utility. This unit has been fully renovated by the current owner with all new stainless steel appliances, all new flooring, all new shiplap walling in Dining area, and second-floor full bathroom, with new vanity, and all new stair case and wood risers. Decorated turnkey furnished, this townhouse shows extremely well for one's personal enjoyment and the Siesta Key lifestyle or as an investment property with a one-month minimum rental, three times a year. The monthly condo fee covers the barrel-tile roof which is maintained annually, and the exterior of the building, maintenance and insurance, landscaping, all amenities including on-site management, two heated community pools, one on the intercoastal with water views, a clubhouse, pickleball courts, tennis courts, shuffle board, a mangrove walk, and a gazebo on the intercoastal for fishing or watching sunset. Through the association and paid for with the monthly fees are the financial reserves, basic cable television, water, sewer, trash, recycling, and weekly pest control. Unit #101 assigned and deeded parking space, #163 is on the left of this unit's front door and two guest parking spaces are directly across the driveway from this unit. Other monthly costs are the electric (FPL) $80 a month, and internet (Frontier) $50 a month, on average. Your homeowner's interior insurance is less than $75 a month and the policy is paid through April of 2027. If you want to drive, there is the Gulf Gate Mall a the corner of US41 and Stickney Point Road with shopping, restaurants, hardware, Publix and Detwiler grocery stores. Castel Del Mare has 185 units, borders the intercostal, and owning one of only 16 townhouses is this island community could be yours. The townhouses have no one above them, so more quiet than your normal stack units with another unit above. This townhouse is vacant and easy to see.

1646 Stickney Point Road Unit 101, Sarasota
$155,000
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
Enjoy convenient Sarasota living in this beautifully updated first-floor 2-bedroom, 2-bath condominium. With covered parking located just outside the front door, everyday access is easy and hassle-free. Freshly painted throughout. This home offers comfort, style, and convenience. Recent improvements include remodeled bathrooms, tile flooring, a roof replaced approximately five years ago, an air conditioning system that is about five years old, and a water heater installed just one year ago, giving buyers added peace of mind. The community is pet-friendly and ideally situated just 10 minutes from Siesta Beach, approximately 15 minutes from Downtown Sarasota, and close to some of the area's top-rated schools, shopping, dining, and everyday conveniences.

2653 Woodgate Lane Unit E-3, Sarasota
$194,900
2 Beds ⋅ 1 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Virtually Staged. Whether you're searching for your first home, looking to stop renting, or adding to your investment portfolio, this beautifully maintained condo offers an exceptional opportunity close to Siesta Key. Ideally located near shopping, dining, parks, and world-famous Siesta Key beach, you'll enjoy the convenience of everything you need just minutes away. This condo was completely updated in 2021 including a new kitchen, new bathroom, new flooring, new windows, new lighting, new sliding door to the balcony. AC (2021) and water heater (2021), as well. The kitchen features granite counters, stainless steel appliances, tile backsplash, contemporary cabinets and recessed lighting. Both bedrooms have custom closets with built-in shelving. The bathroom is like a spa with a washer/dryer closet for convenience. For first-time buyers, this is an affordable way to begin building equity instead of paying rent. For investors, the desirable Sarasota location and low-maintenance lifestyle make it an attractive addition to your portfolio with strong rental appeal. Whether you're looking for a place to call home or your next investment, this condo delivers outstanding value, convenience, and the Florida lifestyle you've been searching for. Schedule your private showing today!

3405 Clark Road Unit 205, Sarasota
$180,000
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
Virtually Staged. Delightful 2-bedroom, 2-bath condo in an unbeatable Sarasota location! Beautifully maintained and move-in ready, this spacious home is just 15 minutes from the world-famous Siesta Key Beach and the vibrant dining, shopping, and cultural attractions of Downtown Sarasota. The recently renovated kitchen offers a fresh, modern feel, while the generous floor plan provides comfort, convenience, and easy Florida living. Additional updates include a new A/C (2023) for added peace of mind. The current tenant is scheduled to move out in September 2026, making this an excellent opportunity for a first-time homebuyer looking to move right in, while also offering investors immediate rental income until then. To provide even greater peace of mind, the seller is including a one-year home warranty, paid at closing. Whether you're searching for your first home, a seasonal retreat, or a smart investment, this Sarasota gem is one you won't want to miss.

2763 Woodgate Lane Unit 211, Sarasota
$149,777
1 Beds ⋅ 1 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Perfect condo for full-time living, seasonal getaways, or an investment opportunity at an affordable price! This charming 1-bedroom, 1-bathroom has Soft carpet flooring throughout the living/dinning area and bedroom, with tile in the entryway, kitchen, and bathroom. The kitchen offers ample storage, granite countertops and stainless appliances. This unit has a quiet balcony view, perfect for entertaining guests. This home owner has added 4 CEILING FANS, NEW CLOSET SYSTEM, NEW A/C 2025, and a NEW MOTORIZED TERRACE SCREEN. The community has a heated pool, BBQ area and a fenced around dog run. The monthly fee includes: water, sewer, trash collection, building insurance and exterior maintenance including the roof and grounds.Conveniently located near excellent shops and restaurants, this condo is just 3 miles from Crescent Beach and only 4 miles from Siesta Key Public Beach. Sarasota downtown, The Ringling Museum, Selby Gardens, St. Armands Circle, Island Park, Marina Jack's Harbor,.... are only a short drive away.

3453 Clark Unit 252, Sarasota
$585,000
3 Beds ⋅ 2 Baths ⋅ Forest Oaks SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to this beautifully maintained 3BD, 2BA saltwater POOL home ideally situated on a quiet cul-de-sac in the highly desirable Forest Oaks community. Offering 1,634 square feet of living space, this inviting residence combines comfort, privacy, and the best of Florida living in one of Sarasota’s most sought-after locations. Nestled in a peaceful neighborhood with mature landscaping and minimal through traffic, this home offers a wonderful sense of privacy while remaining just minutes from Sarasota’s premier attractions. The thoughtfully designed split-bedroom floor plan provides an ideal balance of togetherness and personal space. At the heart of the home, the updated kitchen features tall soft-close cabinetry, granite countertops, newer appliances, and a natural gas stove, making it perfect for both everyday living and entertaining. The adjacent living and dining areas flow effortlessly to the covered lanai and screened saltwater pool, creating a seamless indoor-outdoor lifestyle that Florida homeowners love. The spacious primary suite serves as a private retreat, offering direct access to the lanai and pool area. The en-suite bathroom features a walk-in shower, ample vanity space and a walk-in closet with built-in organizers, providing convenient storage and everyday functionality. Two additional guest bedrooms and a well-appointed second bathroom are thoughtfully located on the opposite side of the home, ensuring comfort and privacy for family and visitors. Step outside to enjoy the beautiful saltwater pool, creating a private retreat to relax, unwind, and enjoy Florida’s year-round sunshine. The screened lanai offers a comfortable setting for morning coffee, outdoor dining, or entertaining family and friends. Updates provide added value and peace of mind, including a FULL ROOF replacement in 2018, NEW A/C (2024), and NEW WATER HEATER (2024). Hurricane preparedness is enhanced with ELECTRIC SHUTTERS on the front entry and lanai, along with manually operated shutters for the windows. NO CARPET, TILE FLOORING throughout the entire home. The home is connected to NATURAL GAS, NOT IN THE FLOOD ZONE (home located in an X Flood Zone), meaning flood insurance is typically not required by lenders. HOA fees are only $400 annually, NO CDD Location is truly exceptional. Just a short drive away you’ll find the world-famous beaches of Siesta Key Beach, upscale shopping and dining at St. Armands Circle, waterfront restaurants and marina activities at Marina Jack, as well as downtown Sarasota’s vibrant arts, dining, and cultural scene. Nearby parks, golf courses, medical facilities, and top-rated schools further enhance this outstanding location. Whether you’re looking for a year-round residence, winter getaway, or investment opportunity, this exceptional home offers the perfect combination of location, comfort, and lifestyle. Schedule your private showing today and discover everything this wonderful Forest Oaks property has to offer.

5425 Matthew Court, Sarasota
$598,000
3 Beds ⋅ 2 Baths ⋅ Eagles Point At The Landings SubDv. ⋅ 34231 Zip Code
Experience relaxed elegance in Eagles Point at The Landings, where waterfront surroundings, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting second-floor corner residence offers three bedrooms, spacious living areas, all hurricane-rated windows, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owners suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two guest bedrooms enjoy eastern exposure and morning light. Additional features include a spacious laundry room with utility sink, secure garage parking, private storage, and pet-friendly living up to 25 pounds. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership included in monthlies with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 206 offers an exceptional opportunity to enjoy The Landings lifestyle.

5420 Eagles Point Circle Unit 206, Sarasota
$769,000
3 Beds ⋅ 3 Baths ⋅ Eagles Point At The Landings SubDv. ⋅ 34231 Zip Code
Experience penthouse living in Eagles Point at The Landings, where expansive water views, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting top floor 3-bedroom residence offers spacious living areas, an additional foot of ceiling height, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying sweeping views and beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owner's suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two additional guest bedrooms enjoy eastern exposure and morning light, while the rare additional half bath not found in many other Eagles Point residences adds extra convenience for guests. Additional features include a spacious laundry room with utility sink, private storage, and two assigned parking spaces in the secure garage, a valuable benefit reserved for top-floor residences. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 406 offers an exceptional opportunity to enjoy penthouse views and The Landings lifestyle.

5420 Eagles Point Circle Unit 406, Sarasota
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