South Sarasota Homes with Rain Gutters Exterior Features

South Sarasota Homes with Rain Gutters Exterior Features

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida’s Gulf Coast. Known for its stunning beaches, vibrant arts scene, and lush landscapes, South Sarasota offers a perfect blend of relaxation and adventure. This charming community is a stone's throw away from the pristine shores of Siesta Key, consistently ranked among the best beaches in the nation. Residents enjoy a laid-back lifestyle complemented by an array of dining, shopping, and recreational options, making it an ideal place for families and retirees alike.

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 a home but also serve a practical purpose. Rain gutters effectively channel water away from your property, protecting your foundation and landscaping from potential water damage. This is especially important in Florida, where afternoon rain showers are a common occurrence.

In South Sarasota, you’ll find a variety of homes equipped with these essential features, ensuring peace of mind during the rainy season. Whether you’re searching for a cozy bungalow, a spacious family home, or a luxurious waterfront property, you can rest assured that many residences come equipped with rain gutters, adding to their durability and functionality.

Explore the enchanting neighborhoods of South Sarasota, where beautiful homes and a welcoming community await. Discover your dream home today and experience the best that Florida living has to offer!

Newest South Sarasota Homes with Rain Gutters Exterior Features

$285,000
3 Beds ⋅ 2 Baths ⋅ Sarasota-Venice Co Sub SubDv. ⋅ 34231 Zip Code
Unique Flexibility Meets Prime Sarasota Location! This distinctive 3-bedroom, 2-bathroom, single-story home offers a versatile split floorplan designed to accommodate a variety of lifestyles and investment strategies. Whether you’re searching for an affordably priced starter home, a multi-generational living solution, or an investment opportunity, this property offers plenty of potential. A standout feature is the attached mother-in-law suite, incorporating the third bedroom and second bathroom, with its own private entrance and built-in kitchenette. This flexible space provides an excellent opportunity for extended family, guests, a private home office or studio, or potential rental income. Step outside and discover the expansive backyard, offering a blank canvas for the new owner to bring their vision to life. Create your own outdoor oasis, add entertaining spaces, establish a garden, or simply enjoy the room to spread out. Centrally located in Sarasota County, this home provides convenient access to I-75, Downtown Sarasota, and the area’s beautiful Gulf Coast beaches. Enjoy an approximately 12-minute drive to Downtown Sarasota and Siesta Key Beach, making it easy to take advantage of the shopping, dining, entertainment, and outdoor lifestyle that make Sarasota such a sought-after destination. With its unique layout, flexible living options, generous outdoor space, and convenient location, this home is ready for its next chapter.

4225 Swift Road, Sarasota
$77,900
Phillippi Harbor Club SubDv. ⋅ 34231 Zip Code
OWNER FINANCING AVAILABLE! This inside boat storage rack measures 32' L x 10'W x 9.5'H and can accommodate a boat with dimensions UP TO APPROXIMATELY: 32'L x 9'W x 8'H. Height is measured from the bottom of the keel up to the highest fixed point on the boat. Phillippi Harbor Club is your answer to truly enjoying boating on our beautiful Sarasota waters! This is a boating gamechanger! Simply call the friendly PHC staff and ask them to "splash" your boat, show up and enjoy your day on the water. Return to the dock where the staff will pull your boat, wash & rinse the outside, flush the engine(s), and store it back in your rack for next time. The marina has fuel on site, and an inside storage locker is included. There are plenty of work racks and on-site mechanics almost daily. This is a hurricane category 3-rated building with the latest in fire equipment and enhanced security monitoring. Phillippi Creek is around 4' at mean high tide and is about a 6-minute ride to the Intracoastal Waterway. The racks are in incredible rental demand! Stop towing your boat and own your own rack today...Stop on down and see the operation! Ask about owner financing.

1780 Phillippi Shores Drive Unit A3-5, Sarasota
$3,595,000
4 Beds ⋅ 5 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code
Experience the best of Sarasota living in this exceptional West of Trail residence by Heritage Builders. Ideally positioned in the coveted Oyster Bay area near the historic Field Club, this refined interpretation of British West Indies architecture offers more than 4,000 square feet of beautifully designed, single-level living—combining character, functionality, exceptional craftsmanship and effortless indoor-outdoor living. At the heart of the home, the dramatic great room makes an immediate impression with its vaulted wood ceiling, gas fireplace and expansive pocketing glass doors that open the living space to the resort-style lanai and pool. The open-concept kitchen is equally impressive, featuring custom wood cabinetry, quartz countertops, oversized marble center island with breakfast bar along with Wolf and Thermador appliances. A separate dining area and custom bar with wine refrigeration create an inviting setting for everything from casual gatherings to elegant entertaining. The thoughtfully designed split-bedroom layout includes four private en-suite bedrooms, a dedicated office, a flexible bonus room for crafts or second office, and a spacious television lounge with direct access to the outdoor living areas. The primary suite is a tranquil retreat with a vaulted wood ceiling and two walk-in closets. Its spa-inspired bath features split dual vanities, a freestanding soaking tub and a glass-enclosed shower. Designed to embrace Sarasota’s year-round outdoor lifestyle, the expansive travertine lanai includes a fully equipped outdoor kitchen, covered dining verandah and multiple areas for lounging and entertaining. The large saltwater pool and spa—with both gas and electric heat and cascading waterfalls—are surrounded by lush tropical landscaping and architectural lighting, creating a private resort-like setting day and night. Additional features include hurricane-impact windows and doors, a whole-house generator, a new metal roof, Icynene insulation, dual on-demand water heaters, and a fully fenced low-maintenance yard. Car enthusiasts will appreciate the four-car split-garage configuration, including a climate-controlled owner’s garage with an EV outlet. Just minutes from Siesta Key, Sarasota Bay, Southside Village and downtown Sarasota, this remarkable property offers an extraordinary combination of privacy, quality and convenience in one of Sarasota’s most desirable West of Trail locations.

1622 Kenilworth Street, Sarasota
$1,195,000
4 Beds ⋅ 2 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
This is the one * LOCATED IN THE HIGHLY DESIRABLE AQUALANE ESTATES, JUST A MILE FROM WORLD FAMOUS SIESTA KEY BEACH, THIS CUSTOM HOME OFFERS AN INCREDIBLE OPPORTUNITY TO OWN IN ONE OF SARASOTA'S MOST SOUGHT AFTER WATERFRONT NEIGHBORHOODS * No HOA or CDD * NO Deed Restrictions * 'A' RATED SCHOOL DISTRICT * This IMMACULATE home features 3084/- sqft a/c * 4 Bedrooms+ 2 Full Baths * DOWNSTAIRS you'll find the Primary Bedroom & a Guest Room * 2 Guest Bedrooms are UPSTAIRS * HURRICANE IMPACT WINDOWS for your peace of mind * The home sits high & dry and has never had any flooding issues * The Open Floor Plan features a Formal Living Room, Formal Dining Room and a LARGE Family Room * The LOVNGLY RENOVATED Kitchen showcases NEW Shaker Wood Cabinets * * NEW Quartz Countertops * OVERSIZED Laundry Room * 2 Car Garage * PRIDE OF CURRENT OWNERSHIP SHOWS * This is a GREAT HOME for year round living or a winter getaway * It's also ideal for investors to live in while creating your dream home! * THIS IS A FABULOUS INVESTMENT FOR YOUR FUTURE * Location, location, location * Close to Siesta Key Beach, shopping, dining - everything you could want is nearby * 'A' RATED SCHOOL DISTRICT * One look & you'll fall in love with this Midcentury Home *

1820 Stanford Lane, Sarasota
$124,900
1 Beds ⋅ 1 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Make this wonderful 1 Bedroom, 1 Bath Mobile Home in sought after Southwinds Mobile Home Park yours today! Affordable and priced to sell! Well maintained by Seller and it shows! Large Carport for 2 vehicles, spacious 4-season heated & cooled 9 x 25 Lanai and an inviting interior that makes you feel comfortable the minute you walk in. Seller has installed a 2.5 Ton air conditioner in 2025 and there is a 12 year warranty. If the mobile home is purchased before June 2027, buyer can add an extended warranty. This mobile home is located in the back of the park and near the clubhouse and pool. This is a friendly community and the LOW MONTHLY FEES ARE ONLY $195 a month! Co-ops like this are hard to find. Siesta Key is just over the bridge and the Gulf Gate shops and restaurants are nearby as well. Cultural downtown Sarasota is 15 minutes away for fine dining, movies, opera, shopping and more. Make this opportunity yours today!

210 Southwinds Drive, Sarasota
$600,000
3 Beds ⋅ 2 Baths ⋅ Colonial Terrace SubDv. ⋅ 34231 Zip Code
Come visit your home in Paradise in sought after Gulf Gate, minutes from the white powdery beaches and village of Siesta Key, AND the shops and restaurants of Gulf Gate. You will love this fully remodeled 3 bedroom, 2 bath home where modern style, thoughtful design, and high-end finishes come together to create an exceptional living experience. From the moment you enter, the quality of the renovation is evident throughout, with stylish decorative details and contemporary upgrades designed for both everyday living and entertaining. A welcoming foyer, oversized living room, neighboring dining room, and spacious family room provide an abundance of living and entertaining space. Hurricane impact windows and sliding glass doors offer added peace of mind while allowing natural light to fill the home The updated kitchen is the heart of the home and features crisp white shaker cabinetry with custom soft-close doors and drawers, recessed lighting, contrasting black appliances, and gorgeous quartz countertops. Just off the kitchen, the family room offers a custom-built dry bar with wood shelving and wine rack, making entertaining effortless. The spacious primary bedroom provides a private sanctuary with a walk-in closet featuring built-in shelving and a beautifully updated en suite bathroom. The bath offers a stylish modern design, including a tiled and glass-enclosed shower and a distinctive butcher block vanity top. The split-bedroom floor plan places the primary suite separately from the two guest bedrooms for added privacy. Step outside to enjoy the expansive screen-enclosed rear porch, large outdoor concrete patio, and beautifully manicured, fully fenced backyard with low-maintenance turf. Sliding glass doors provide direct access to the outdoor living area from both the dining room and family room, creating a seamless indoor-outdoor flow perfect for gatherings, relaxing, or enjoying Florida's year-round lifestyle. Ideally located just a short 5-minute drive, or a bike ride, from world-famous Siesta Key and the shops, restaurants, and shops and restaurants of Gulf Gate, this exceptional home combines sophisticated modern updates with an unbeatable Sarasota lifestyle. Truly move-in ready and designed to impress! Come see, come sigh and make this home your own.

2923 Concord Street, Sarasota
$278,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate Garden Homes E SubDv. ⋅ 34231 Zip Code
Virtually Staged. Looking in the highly desirable GULF GATE area? Your search may be over! This immaculate, move-in-ready 2-bedroom, 2-bath villa with a 1-car garage offers nearly 1,400 sq. ft. under air (1,474 total sq. ft.) and an incredibly affordable lifestyle with LOW MONTHLY FEES OF ONLY $175! Villas in this well-managed South Sarasota community are rarely available - and with its convenient location, spacious floor plan and exceptional value, you'll quickly understand why. Step inside and you'll immediately appreciate the bright, open feel of this well-maintained villa. The spacious living and dining areas flow into an additional bonus room currently used as a dining room, but it could easily become a family room, home office, den or flex space to suit your lifestyle. The inviting front room features an abundance of windows overlooking the greenspace, palm trees and neighborhood, bringing plenty of natural light into the home. Enjoy peace of mind knowing that numerous improvements have already been completed through the years, with permit information available in the attachments. Updates include luxury vinyl flooring (2022), water heater (2021), shingle roof (2020), 2.5-ton air-conditioning system (2020), electrical panel (2018), overhead CPVC repiping (2013), four PGT impact windows (2007), eight additional windows and frames (2001), gutters surrounding the villa, and more. The garage is shared with the adjoining villa, and the property also features a separate utility/laundry room with washer and dryer plus additional storage space. The community is known for its friendly neighbors, established surroundings and convenient Gulf Gate location. And then there's the LOCATION! You're within approximately five miles of the world-famous white sands and turquoise waters of Siesta Key Beach, within walking distance of the Gulf Gate Library, and just a short drive to the wonderful shops, restaurants and everyday conveniences of Gulf Gate. Fitness centers are nearby, and the popular Legacy Trail offers miles of recreation for cyclists, runners and walkers. Downtown Sarasota's cultural attractions are approximately 15-20 minutes away, offering everything from fine and casual dining to theaters, opera, entertainment and beautiful Selby Gardens. Affordable, immaculate, well maintained and wonderfully located - this Gulf Gate villa represents an exceptional opportunity to enjoy the Sarasota lifestyle without the high monthly fees. Don't wait...this one is ready to welcome its new owner!

6906 Curtiss Avenue Unit 132, Sarasota
$459,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate West SubDv. ⋅ 34231 Zip Code
Welcome to your beachy home at 3141 Regatta Circle! This cozy coastal property perfectly blends peace of mind with luxurious Florida living, boasting an impressive lineup of brand-new, high-ticket upgrades and a spectacular outdoor oasis. Less than 2 miles to Siesta Key Beach and 7.7 miles to Downtown/ Main Street. The Highlights are: Brand-New Systems (2026): Move in with absolute confidence. This home features a completely new AC/HVAC system, a brand-new hot water heater. Roof replaced in 2017 Sunroom Paradise: Enjoy the gorgeous Florida sunshine year-round in the beautiful all-season sunroom, fully equipped with premium hurricane-impact windows for ultimate safety, climate control, and comfort. This space over looks the fenced in backyard and pool area. Pool & Patio Oasis: Step outside into your private backyard retreat. The pristine pool area features a newly refurbished and re-screened cage (2024) alongside a brand-new pool pump (2024), making it the perfect low-maintenance spot for entertaining or relaxing From the moment you arrive, the pride of ownership is evident. The thoughtful layout maximizes space and natural light, while the seamless transition to the all-season sunroom offers an extended living area perfect for morning coffee or evening relaxation. With all major mechanicals completely updated in 2024/2026, this residence allows you to skip the stress of renovations and start enjoying the coastal lifestyle immediately. This home has a very low maintenance yard that is fenced in for peace of mind. This home offers a one car garage with ample storage and a shower! All windows have been replaced with energy efficient, double pane windows. This home went through 3 recent major storms with no damage or water intrusion. Don’t miss the chance to own this beautifully updated, storm-ready gem on Regatta Circle. Schedule your private showing today! ***Realtors please see showing restricted times in Realtor comments.

3141 Regatta Circle, Sarasota
$1,979,000
3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
Nestled within the desirable West of Trail Southpointe Shores Community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. This canal front home was fully updated with a bright open layout. Three bedrooms, two bathrooms, large updated kitchen with lots of windows and the living areas have pocket sliding doors to outdoor entertaining areas. Luxury vinyl flooring throughout. The indoor/outdoor living quality is almost unbeatable. The current owner added and enlarged the outdoor terrace (almost the width of the entire home) including roofing a section of it and having panoramic and vaulted screening installed that you barely see. Open the pocket sliding doors to create seamless entertaining. Gorgeous views of the canal and great dock space and jet ski lifts also. The canal is very wide and deep water in all tide conditions. The home is only 4 homes away from the intracoastal waterway and just 10 minutes by boat to access the Gulf and Midnight Pass. Roof was replaced in 2021, new pool equipment and air conditioning in 2021. Boat lift 2022. Oversized dock. The neighborhood's private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota's shopping, dining, Siesta Key beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat. Come see it for yourself and bask in the waterfront views from the amazing terrace.

1761 Sandalwood Drive, Sarasota
$2,385,000
4 Beds ⋅ 5 Baths ⋅ Phillippi Shores SubDv. ⋅ 34231 Zip Code
Welcome to this extraordinary residence, where luxury, comfort, and the ultimate Florida lifestyle come together. Nestled within an intimate community of just five multi-million-dollar homes, this exceptional property offers deeded boating access to Phillippi Creek, leading directly to the beautiful Gulf waters. A private community path leads to the deeded dock with a 10,000-lb boat lift. Even more remarkable, the home sits at approximately 23 feet of elevation and is not located in a flood zone, a rare opportunity to enjoy close proximity to the water with added peace of mind. Barely four years old and showing like new construction, this impressive residence was designed with quality, durability, and energy efficiency in mind. **Sturdy concrete block construction, spray foam insulation, impact-resistant windows and doors, and a metal roof** provide added durability, efficiency, and peace of mind. Inside, soaring 12- to 14-foot ceilings, abundant natural light, and wood-look tile flooring create a bright, elegant, and inviting atmosphere. The spacious open floor plan features four bedrooms plus a dedicated office, three full bathrooms and two half baths, including a convenient pool bath. The office is beautifully appointed with an abundance of custom-built cabinetry, while the oversized laundry room provides even more valuable storage. At the heart of the home is a gourmet kitchen featuring brand-new 2026 Thermador appliances, quartz countertops, abundant cabinetry, LED ceiling lighting, and generous workspace. The kitchen and main living areas flow seamlessly toward the outdoor living space, overlooking the sparkling heated saltwater pool. The expansive lanai is designed for year-round Florida living, complete with a TV and sun shades for added comfort and privacy. Lush tropical landscaping, accent lighting highlighting the beautiful tropical plants, and a collection of fruit trees producing a variety of exotic fruits create a backyard that feels like a private oasis. Indoor and outdoor speakers powered by a Sonos system make the space equally suited for peaceful evenings or entertaining family and friends. The oversized garage offers nearly 1,000 square feet of space and has been fully repainted, upgraded with epoxy flooring, and equipped with its own split A/C system. The home also features three separate interior A/C zones for enhanced comfort and energy efficiency. Located near highly rated A-rated schools and just a short drive from Sarasota's beautiful Gulf beaches, this home combines an exceptional location with boating access, impressive elevation, quality construction, and an extensive list of thoughtful upgrades. From the custom cabinetry and abundant storage to the resort-style outdoor living spaces, every detail contributes to the home's unique and luxurious character. **This is a truly special opportunity. Schedule your private showing today and experience this remarkable home for yourself.** Video link attached.

2462 Missara Lane, Sarasota
$675,000
4 Beds ⋅ 3 Baths ⋅ Phillippi Landings SubDv. ⋅ 34231 Zip Code
Welcome to 5589 Cannes, a beautifully upgraded fully furnished townhome in the sought-after waterfront community of Phillippi Landings, where luxury, convenience, and the Florida lifestyle come together. With 3 bedrooms, a versatile flex space with a closet that can easily be used as a 4th bedroom, and 3 full bathrooms, this home offers exceptional flexibility for full-time living, a second home, or an investment property. The beautifully upgraded kitchen is truly the heart of the home, featuring stylish finishes, GE Café appliances, and a sleek induction cooktop. The thoughtfully designed kitchen offers both functionality and sophistication, making it perfect for preparing everyday meals or entertaining family and friends. The open-concept design flows seamlessly into the living and dining areas while taking full advantage of the stunning water views. Throughout the home, you'll find no carpet, creating a clean, modern look and making maintenance a breeze. The private elevator provides effortless access between levels and will convey with a one-year service contract, offering added peace of mind to the new owner. The tandem garage provides plenty of room for vehicles, storage, bikes, and recreational equipment. Built with concrete block construction and featuring impact-rated windows and doors, this home offers durability, energy efficiency, and peace of mind. Phillippi Landings offers an incredible waterfront lifestyle with a fitness center, heated swimming pool and jacuzzi, large clubhouse, and monthly social events. Residents also enjoy waterfront boardwalks, a kayak launch, and an on-site dog park. The HOA includes water, trash, internet, and cable TV, adding tremendous value and convenience. For boating enthusiasts, this location is hard to beat, offering easy access to the area's waterways and a lifestyle centered around the water. You'll also be conveniently located near restaurants, shopping, entertainment, beaches, and everything Sarasota has to offer. Whether you're looking for a primary residence, vacation retreat, or investment property, 5589 Cannes delivers the perfect combination of upgraded finishes, incredible water views, resort-style amenities, and low-maintenance Florida living. Being offered fully furnished makes this home truly move-in ready and an excellent opportunity for buyers looking for a turnkey property. Come see why life at Phillippi Landings is anything but ordinary!

5589 Cannes Circle Unit 4-102, Sarasota
$1,650,000
4 Beds ⋅ 4 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to 5166 Kestrel Park Terrace, an exceptional opportunity in the highly sought-after gated community of The Landings. Privately positioned on an oversized, fully fenced homesite, this expansive 3,993-square-foot residence offers impressive scale, an abundance of natural light and a thoughtfully designed single-level floor plan with tremendous potential to create a truly exceptional home. The residence features four bedrooms, three full baths and one half bath, arranged in a desirable split plan that provides privacy for each bedroom. Soaring 12-foot ceilings throughout enhance the home’s open, airy feel, while generous windows fill the interiors with natural light. The gracious formal living room with wet bar and separate formal dining room are ideal for entertaining. A spacious family room with a wood-burning fireplace provides a comfortable gathering space, while a private office and separate den offer flexibility for work, relaxation or additional living space. The generously proportioned kitchen features a large center island and abundant workspace, offering an excellent foundation for a beautifully redesigned chef’s kitchen. An adjoining breakfast area provides a casual dining space and opens to a private deck with convenient access for grilling. The home’s living spaces flow seamlessly to the expansive brick-paver lanai and private swimming pool, creating an inviting setting for outdoor living and entertaining. Surrounded by the privacy of the oversized, fenced property, the outdoor areas offer ample room to relax and enjoy the Florida lifestyle. Additional features include a three-car garage, a 2018 tile roof and whole home hurricane protection. With nearly 4,000 square feet of living space all on one level, this residence presents a wonderful opportunity to reimagine and renovate an exceptionally well-proportioned home to reflect today’s style and finishes. The spacious rooms, high ceilings, abundant natural light, private bedroom configuration and oversized homesite provide the ideal canvas for creating a beautifully customized residence with the feel of a new home. Located within The Landings, one of Sarasota’s most established and desirable communities, this home offers a rare combination of space, privacy, flexibility and potential in an exceptional setting. Residents enjoy exclusive access to the private Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms and a well-stocked library. The community also offers 24-hour security and a beautiful natural setting with access to Sarasota Bay, providing a distinctive lifestyle in the heart of Sarasota.

5166 Kestral Park Terrace, Sarasota
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