South Sarasota Homes with Rain Gutters Exterior Features

South Sarasota Homes with Rain Gutters Exterior Features

Welcome to South Sarasota, a hidden gem nestled along Florida's stunning Gulf Coast in Sarasota County. This vibrant community is celebrated for its lush landscapes, picturesque waterways, and a warm, inviting atmosphere that makes it a perfect place to call home. With its close proximity to pristine beaches, charming boutiques, and delectable dining options, South Sarasota offers an exceptional quality of life that appeals to families, retirees, and everyone in between.

One of the standout features of homes in South Sarasota is their thoughtful design, particularly the inclusion of rain gutters. These exterior features not only enhance the aesthetic appeal of your property but also serve a crucial function in protecting your home from water damage. Rain gutters effectively channel rainwater away from the foundation, preventing potential erosion and ensuring the longevity of your home. In a region known for its tropical climate, having well-installed rain gutters is essential for maintaining your home's integrity and comfort.

Whether you're seeking a cozy bungalow or a spacious family home, South Sarasota's real estate market offers a diverse selection of properties equipped with these practical features. Imagine enjoying sunny afternoons on your porch, knowing that your home is safeguarded from the elements.

With its blend of natural beauty, community spirit, and well-designed homes, South Sarasota is truly a place where dreams become reality. Explore the possibilities today and discover the perfect home for you in this enchanting Floridian paradise!

Newest South Sarasota Homes with Rain Gutters Exterior Features

$260,000
2 Beds ⋅ 1 Baths ⋅ Pinehurst Park SubDv. ⋅ 34231 Zip Code
**Affordable Opportunity in a Prime Sarasota Location!** Whether you're searching for your first home, an investment property, or a project with great potential, this charming 2-bedroom, 1-bath home is full of possibilities. Nestled on a quiet dead-end street, it offers privacy while being just minutes from shopping, dining, major highways, and Sarasota's top attractions. The open living and dining area features vaulted ceilings with beautiful exposed wood beams, creating a spacious and inviting feel. Sliding glass doors lead to the screened lanai and a fully fenced backyard with mature landscaping—perfect for relaxing, entertaining, or gardening. Additional highlights include an attached one-car garage, an indoor laundry area, and tile flooring throughout with no carpet. This home is priced to sell and offers an excellent opportunity for buyers looking to add their own updates and personal touches. With a little TLC, it can truly shine. The home also offers additional finished space that can be used as a bonus area, office, hobby room, or extra storage. A great opportunity for first-time buyers, investors, or anyone looking for a home with added flexibility. Ideally located just a short drive from Siesta Key Beach, St. Armands Circle, Downtown Sarasota, University Town Center, Nathan Benderson Park, Sarasota-Bradenton International Airport, and countless restaurants, shops, and entertainment options. Tampa is just over an hour away, providing easy access to professional sports and world-class attractions. Don't miss this rare opportunity to own an affordable home in a highly desirable location with endless potential. Schedule your private showing today!

2227 Benson Street, Sarasota
$1,075,000
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
$1,325,000
3 Beds ⋅ 2 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code
Discover a hidden waterfront opportunity — both rare and truly unique. With 235 feet of deep-water saltwater canal frontage and direct, no-bridge access to Sarasota Bay, this location is unbeatable. Tucked away on a quiet cul-de-sac just minutes from Siesta Key, you will find an oversized homesite substantially larger than neighboring parcels — an uncommon offering this close to America's No. 1 beach. Enjoy tranquil water views, a private setting, and deep-water canal access with possible sailboat depth and unobstructed passage directly to Sarasota Bay from your expansive backyard. The existing three-bedroom, two-bath residence offers a comfortable and spacious layout featuring an open floor plan, generous primary suite, loads of closets and storage, a private pool, screened lanai, and an oversized three-car garage — a comfortable place to call home while you reimagine, renovate, or design and build your custom waterfront dream. Located just over the bridge from Siesta Key's crystal white sand shores and minutes from downtown Sarasota's vibrant arts scene, acclaimed dining, boutique shopping, and cultural attractions, this address represents the very best of Florida's Gulf Coast lifestyle. Properties combining expansive water frontage, direct bay access, an oversized lot, and a premier location are exceptionally scarce and highly sought after. Offered unfurnished and sold as-is. Buyers are encouraged to conduct their own due diligence regarding buildability, setbacks, and permitting.

6755 Avenue B, Sarasota
$365,000
2 Beds ⋅ 2 Baths ⋅ High Acres SubDv. ⋅ 34231 Zip Code
Perfectly positioned in one of Sarasota's most sought-after locations, this beautifully maintained 2-bedroom, 2-bath coastal-inspired home captures the essence of effortless Florida living. Just minutes from world-renowned Siesta Key Beach, the boutique shopping and dining of Gulf Gate, and the vibrant arts, theater, waterfront, and fine dining of Downtown Sarasota, this exceptional residence offers an unparalleled blend of lifestyle, convenience, and location. Situated within an A-rated school district with no HOA or deed restrictions! The property is offered turnkey furnished and reflects exceptional pride of ownership throughout. Inside, every room embraces a refined coastal aesthetic—from the warm and inviting pine room to the oversized sunroom, where abundant natural light fills the home with Florida sunshine. The bright, welcoming kitchen continues the coastal theme with its airy design and clean lines, while the spacious bedrooms provide a peaceful retreat at the end of the day. Step outside to enjoy the expansive, fully fenced backyard, offering exceptional privacy and plenty of space for entertaining, gardening, pets, or future outdoor enhancements. A convenient storage shed provides additional room for tools, beach gear, and lawn equipment. The home has been thoughtfully updated with a NEW roof (2026), hurricane-impact windows (2024), A/C (2017), water heater (2020), and fresh exterior paint (2025), offering lasting comfort, protection, and peace of mind. A detailed list of additional upgrades, transferable warranties, and features is available. Whether you're seeking a full-time residence, a seasonal getaway, or an investment opportunity, this meticulously maintained home delivers an exceptional Sarasota lifestyle just moments from the Gulf's world-famous white-sand beaches.

2101 Jo An Drive, Sarasota
$844,900
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
$249,900
2 Beds ⋅ 2 Baths ⋅ Summerside SubDv. ⋅ 34231 Zip Code
Welcome to this beautifully updated second-floor, 2-bedroom, 2-bath condominium in the desirable Summerside community, where comfort, convenience, and an unbeatable Sarasota location come together. With extensive interior updates completed in 2019 and major mechanical improvements already taken care of, this move-in-ready home offers exceptional value. The remodeled kitchen features updated cabinetry, granite countertops, an undermount sink with a nickel faucet, recessed lighting, and durable tile flooring. The spacious living room has been refreshed with updated flooring, baseboards, recessed lighting, new A/C grilles, and fresh paint, creating a bright and inviting space to relax or entertain. Both bedrooms have been updated with fresh paint, modern flooring, new baseboards, interior doors with updated hardware, and new A/C grilles. The renovated bathrooms showcase tile flooring, updated plumbing fixtures, stylish vanities with updated hardware, modern lighting, tiled shower walls, and new sliding shower doors. Step through the sliding glass doors onto your private covered and screened lanai, the perfect place to enjoy your morning coffee or unwind in the Florida breeze. The unit includes one covered parking space plus one additional assigned open parking space for added convenience. Additional improvements include a new roof (2026), A/C system (2020), and water heater (2020), providing peace of mind for years to come. Residents of Summerside enjoy a community pool, low HOA fees, and an outstanding location less than 15 minutes from Siesta Key Beach and under 20 minutes from vibrant downtown Sarasota. Shopping, grocery stores, restaurants, schools, the public library, healthcare, and everyday conveniences are all just minutes away, making this an ideal full-time residence, seasonal retreat, or investment opportunity.

5677 Summer Side Lane Unit 31B, Sarasota
$434,900
3 Beds ⋅ 2 Baths ⋅ Golden Acres SubDv. ⋅ 34231 Zip Code
Experience the blend of classic character and modern updates in this beautifully updated Gulf Gate home, ideally located in one of Sarasota's most desirable neighborhoods. Nestled on a large oversized lot with a peaceful creek backdrop, this move-in-ready property offers exceptional privacy, flexibility, and convenience just 4 miles from the world-famous Siesta Key Beach. Enjoy the freedom of no HOA or deed restrictions, an 8-foot private wood fence surrounding the property, a large parking area, and plenty of space for RV and boat parking, making this home as functional as it is inviting. Inside, you'll find a thoughtfully updated interior featuring luxury vinyl plank flooring, 3 bedrooms plus a dedicated office/flex room, providing plenty of space for working from home, guests, or hobbies. The remodeled kitchen showcases modern finishes, dark stainless steel appliances, updated lighting, and opens seamlessly to the living and dining areas, highlighted by a stylish sliding barn door. Fresh interior paint, including the ceilings, creates a bright and welcoming atmosphere throughout the home. Extensive improvements provide peace of mind and exceptional value, including a metal roof (2010), main HVAC system (2022), rear AC system (2023), washer and dryer (2023), and a brand-new septic system and drain field with lift station (2025). Additional upgrades include a sealed paver driveway, replaced front and side entry doors, commercial-grade solar window tinting, updated dining room and kitchen island lighting, built-in cabinetry, a custom coffee bar, and hurricane-ready, cut and numbered plywood panels for all windows and doors. The expansive backyard offers endless possibilities for entertaining, gardening, pets, or future additions. Two 10-foot access gates and abundant outdoor space make it easy to accommodate recreational vehicles, trailers, or extra parking while still enjoying the privacy of the beautifully fenced yard. Located in one of Sarasota's most convenient neighborhoods, you'll enjoy quick access to Siesta Key Beach, Gulf Gate's popular restaurants and shops, Gulf Gate Library, parks, golf courses, Downtown Sarasota, St. Armands Circle, Sarasota Memorial Hospital, grocery stores, retail shopping, and top-rated schools. Whether you're looking for a primary residence, seasonal getaway, or investment property, this beautifully updated home offers a rare combination of privacy, flexibility, and an unbeatable Sarasota location.

3138 Williamsburg Street, Sarasota
$655,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Escape to your own private retreat nestled amongst the trees in the desirable Landings Treehouse community! This stunning residence offers the perfect blend of modern elegance and comfort, just moments from Sarasota Bay and the area's beautiful beaches. Relax on the expansive screened deck overlooking lush greenery, or step inside to discover a spacious 3-bedroom, 2.5-bath layout featuring vaulted ceilings, skylights, a custom arched window, and an updated wood-burning fireplace. The beautifully renovated kitchen boasts premium appliances, sleek countertops, and a cozy breakfast area with tranquil views from both sides of the home. Neutral tones and elegant tile flooring create a warm and inviting atmosphere throughout. Upstairs, the spacious primary suite features high ceilings, a private balcony, and a fully renovated en-suite bath. Two additional guest bedrooms, each with its own balcony, share an updated bathroom. Enjoy the community's scenic tree-lined streets and nature trails leading to the Intracoastal Waterway, with optional membership available at The Landings Racquet Club, offering tennis, fitness, pool, spa, and social events. Conveniently located near shopping, dining, parks, and major highways.

1479 Landings Circle Unit 41, Sarasota
$519,000
3 Beds ⋅ 2 Baths ⋅ Pinehurst Park SubDv. ⋅ 34231 Zip Code
Tucked into a quiet corner of Sarasota's 34231, 2220 Doud St shows that solid construction and smart updates can go hand in hand with laid-back Florida living. This 3-bedroom, 2-bathroom home offers 1,625 square feet and has been carefully upgraded from top to bottom—giving buyers real peace of mind in a market where that counts. Take a look at the track record: hurricane-rated windows installed in 2026, a roof from 2020, an HVAC and electrical panel updated in 2019, and a septic system replaced in 2013. The pool has its own good story—resurfaced in 2020 and now heated by 2025 solar panels, so you can enjoy warm swims without the pricey energy bills. Inside, fresh paint brightens every room, and the extended two-car garage gives you plenty of room for cars, gear, and weekend projects. The layout works too. A split floor plan keeps the primary suite private, complete with a walk-in closet and en-suite bath featuring dual vanities and a walk-in shower. The open living-dining combo flows into a galley kitchen and a family room anchored by a tiled, wood-burning fireplace. Out by the pool, a half bath adds convenience, and a cute "she-shed" plus an extra storage shed round things out. Dark-grained engineered hardwood runs throughout for a clean, cohesive look. Now for the fun part—the neighborhood. This pocket of Sarasota puts everyday life right at your fingertips. Sprouts Farmers Market sits less than a mile away for quick, healthy grocery runs, and Publix at Sarasota Pavilion is just up the road when you need more. Head a few minutes north and you'll land in Gulf Gate Estates, one of the area's most beloved spots for dining and hanging out. It's packed with cozy cafés, local pubs, international eateries, and boutique shops—a walkable, welcoming stretch where neighbors linger over coffee and catch live music on the weekends. Whether you're craving sushi, pizza, or a craft beer with friends, it's all close by. Families will love being near Riverview High School, and outdoorsy folks have easy access to nearby parks, bike paths, and green spaces perfect for morning walks or afternoon play. And of course, the big draw waits just three-and-a-half miles west: world-famous Siesta Beach, with its powdery quartz sand and clear turquoise water. Spontaneous beach days become part of the routine here. The vibe in this community is friendly and unhurried—the kind of place where you can enjoy both quiet evenings at home and lively nights out. Whether you're after a full-time retreat or a smart Sarasota investment, 2220 Doud St delivers lasting value in a location that's hard to beat. Come see it for yourself—schedule your private tour today.

2220 Doud Street, Sarasota
$1,699,000
4 Beds ⋅ 3 Baths ⋅ Kenilworth Estates SubDv. ⋅ 34231 Zip Code
Welcome to 1711 Kenilworth Street, an exceptional opportunity to own a move-in-ready home in one of Sarasota’s most desirable West of the Trail neighborhoods. Located within the highly coveted corridor between Field Road and Mound Street, this home offers more than 3,700 square feet, four bedrooms, three full bathrooms, a first-floor office, and a rare three-car garage. At the time of listing, this is the lowest-priced move-in-ready home per square foot in this sought-after West of the Trail area, making it an outstanding value for buyers who want generous living space without sacrificing location, condition, or lifestyle. What truly sets this home apart is its peaceful lakefront setting. From the moment you enter, the open great room draws your attention through large sliding glass doors to the expansive water views beyond. The lake creates a beautiful backdrop throughout the home and offers a sense of privacy and tranquility that is incredibly difficult to find this close to downtown Sarasota. Over the past year, move-in-ready West of the Trail homes offering comparable water views have sold or been listed near the $4 million range, highlighting just how rare and valuable this setting is. Here, you can enjoy the same peaceful waterfront lifestyle at a substantially more approachable price. A welcoming front porch leads into the foyer and spacious great room, where beautiful oak flooring adds warmth and character. The fully screened lanai and travertine deck provide an ideal place to relax, entertain, dine outdoors, or simply enjoy the view. A private dock offers the perfect spot to fish, watch the turtles, and take in the abundant birdlife surrounding the lake. The expansive kitchen features a gas cooktop, abundant workspace, and a large gathering area designed for hosting family and friends. The primary suite feels like a true private retreat, with an oversized bedroom, two walk-in closets, a spacious bathroom with excellent storage, and a private owner’s office overlooking the water. The three additional bedrooms are also generously sized, giving family members and guests the space and privacy they need. A separate first-floor office adds even more flexibility for working from home, managing a busy household, or creating a quiet study. Upstairs, a large loft and oversized media, fitness, or recreation room provide additional space for entertaining and everyday living. This is a home that truly has everything you need from a space and functionality standpoint. There is room to spread out, work, host, relax, and move in comfortably without immediately needing to reconfigure the home or take on a major project. Outside, the clean, attractive landscaping complements the home without creating unnecessary upkeep. The property offers beautiful curb appeal while remaining relatively low maintenance, making it ideal for buyers who want to enjoy the Sarasota lifestyle without spending every weekend working on the house. Located just minutes from Sarasota Memorial Hospital, Southside Village, downtown Sarasota, Siesta Key, and some of the area’s best dining, shopping, and beaches, 1711 Kenilworth Street offers an increasingly rare combination of space, water views, a three-car garage, low-maintenance living, and an exceptional West of the Trail location. For buyers searching for a move-in-ready home in one of Sarasota’s most luxurious and established neighborhoods, this is a value that is difficult to duplicate.

1711 Kenilworth Street, Sarasota
$1,925,000
3 Beds ⋅ 2 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code
ATTENTION BOATERS!! Waterfront dream home – move-in ready! Just a quick (429 yard) boat ride to the ICW - no bridges - a straight shot to the water. Head out to the newly opened Midnight Pass where pristine waters flow freely into the Gulf. 10,000 pound boat lift - gorgeous trex decking - 45+ foot dock with fish stand. Walk to Siesta Key. This beautifully updated waterfront residence offers refined Florida coastal living in a truly exceptional setting. Positioned on a picturesque “Y” intersection of two canals, the property provides serene water views, privacy, and effortless access for deep water boating and outdoor enjoyment—just minutes from Siesta Key’s renowned white sand beaches. A stately approach framed by mature oaks and professional landscaping leads to a custom paver drive and striking hurricane-impact glass entry. Inside, the open, light-filled floor plan showcases original terrazzo and travertine flooring, PGT impact windows, and seamless indoor-outdoor flow. Impact French doors open to expansive gardens, tranquil fountains, a private pool, and classic Chicago brick pavers. Designed for entertaining, the home features multiple outdoor living spaces, including an expansive Trex deck overlooking the canal, a pergola, screened patio, boat dock and covered cabana. The kitchen is appointed with quartz countertops, ceiling-height shaker cabinetry, stainless steel appliances, reverse-osmosis water, and generous windows overlooking the backyard. Living and dining spaces flow effortlessly, complemented by a separate family room, opening to a screened lanai. Renovated guest accommodations complete the main level with 2 bedrooms including sun-drenched guest room, office with Murphy bed and full bath. The second level is devoted entirely to the primary suite, a private retreat with resort quality features as: hardwood floors, water views in every direction, French doors with retractable screens, a private balcony, and a spa-inspired bath with dual vanities, a Carrara-tiled walk-in shower, and custom walk-in closets. Ideally located near Siesta Key, downtown Sarasota, and the region’s cultural, dining, and shopping destinations. Evening relaxation - picture this: you’ve had an amazing day on the water and now you’re ready to cook up your catch right in your own backyard. Perfect sunset dinner awaits! This waterfront gem offers everything you need for the ultimate boaters lifestyle – easy access, premium amenities, and the perfect set up for enjoying your evenings. Ready to make waves in your new home? **No hurricane damage. HOME NOT IN A FLOOD ZONE.

1827 Baywood Drive, Sarasota
$2,997,000
4 Beds ⋅ 4 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code
Fully renovated waterfront estate in Coral Cove, one of Sarasota’s most desirable West of Trail communities. Set on an elevated 0.59-acre corner lot directly across from the private neighborhood park and boat launch, this British West Indies-style residence offers over 5,012 square feet of updated living space, rare privacy, and the ultimate Sarasota coastal lifestyle. This 4-bedroom, 3.5-bath home has been extensively renovated and thoughtfully redesigned with modern luxury finishes throughout. Major updates include a new metal roof, impact-rated windows and doors, engineered hardwood flooring, solid core interior doors, custom organized closets, two fireplaces, and no flooding during recent hurricanes. The home offers dual primary suites, including a spacious upstairs retreat with a spa-inspired bathroom, freestanding tub, dual vanities, walk-in shower, and oversized custom closet. The chef’s kitchen is the centerpiece of the home, featuring Café Series appliances, Dolomite countertops, soft-close cabinetry, walk-in pantry, waterfall-edge peninsula seating, and a fluted designer range hood. Large living areas, tall ceilings, French doors, and expansive sliders create a bright, open layout designed for seamless indoor-outdoor living. Step outside to a private resort-style backyard with a large pool, limestone pool deck, lush lawn, mature landscaping, new dock, and floating jet ski pad. With the neighborhood boat launch just across the street, this property is ideal for boating, kayaking, paddleboarding, waterfront entertaining, and enjoying the best of Florida living. Located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, dining, marinas, and Sarasota’s arts and culture scene, this Coral Cove waterfront home offers a rare combination of size, elevation, renovation quality, and location.

1707 Caribbean Drive, Sarasota
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