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$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. This home has had updated piping throughout in the past 10 years, ensuring peak efficiency and years of worry-free living. 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 has been re-plumbed in the past. 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
$329,900
2 Beds ⋅ 2 Baths ⋅ South Highland SubDv. ⋅ 34231 Zip Code
Welcome to this bright and inviting 2-bedroom, 2-bath Sarasota home offering 1,395 square feet of living space and a desirable split-bedroom floor plan. The interior features laminate flooring throughout and an updated kitchen with quartz countertops, decorative backsplash, and ample cabinetry. There is an inside laundry room and a separate living room that provides additional flexible living space, while the Florida room offers another versatile area for enjoying the Florida lifestyle. The spacious layout and abundant natural light create a comfortable atmosphere throughout the home. Conveniently located near downtown Sarasota, area dining, shopping, cultural attractions, and the beautiful Gulf beaches, this property offers an excellent opportunity to enjoy all that Sarasota has to offer. Bring your personal touches to make this home your own! All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify.

1840 Glengary Street, Sarasota
$399,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
This exceptional residence is truly one of a kind and unlike any comparable property in the community. More than simply updated, this villa has been completely renovated with over $120,000 in improvements and furnishings completed in 2022. Originally intended to be the owner's forever home, no detail was overlooked. This beautifully appointed 2-bedroom, 2-bath split-bedroom villa offers a bright, open floor plan designed for comfortable living and entertaining. The stunning chef's kitchen features custom cabinetry, quartz countertops, a large center island, new stainless steel appliances, and a spacious dining area perfect for hosting family and friends. The expansive living room flows seamlessly into a 344-square-foot Florida room, providing generous additional living space for relaxing or accommodating guests. Throughout the home, you'll find elegant porcelain tile flooring, fresh interior paint, and beautifully renovated bathrooms with new vanities, sinks, toilets, and custom tile surrounds for both the tub and showers. The air-conditioned laundry room includes a new washer and dryer, utility sink, and new electric water heater. Additional major improvements include a new HVAC system, custom blackout shades, barn doors in the guest area, and all-new plumbing from the villa and laundry room to the street. Built with peace of mind in mind, the home features hurricane-impact windows in the bedrooms and bathrooms, hurricane shutters, and even upgraded flooring in the covered carport. The rear patio showcases attractive new pavers, a barbecue area, and a convenient storage shed. Best of all, this home is being offered turnkey furnished with upscale furniture, kitchen items and linens allowing you to move right in and start enjoying the Florida lifestyle. A complete list of improvements and furnishings is available in the supplements. Located in a private, vibrant 55+ community, residents enjoy access to a protected marina on Philippi Creek featuring 32 boat slips available on a first-come, first-served basis (waiting list may apply). Slips accommodate boats up to 24 feet as well as jet skis, with an annual lease of just $1,344. Community amenities include an on-site manager, clubhouse, fitness rooms, meeting room, and library. The location is exceptional—just minutes from Gulf Gate shopping center, Publix grocery, banking, restaurants, and public transportation. Detwiler's Farm Market is only steps away, downtown Sarasota is approximately 15 minutes away, and world-famous Siesta Key Beach is less than 10 minutes from your door. This remarkable residence must be seen in person to fully appreciate the quality, craftsmanship, and value it offers. Schedule your private showing today. Villa 40 is located in ZONE D which is the safest area for tropical storms and evacuations. No damage or flooding from 2024 Hurricanes.

5468 Riverbluff Circle Unit V-40, Sarasota
$424,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
$10,000 PRICE DROP! Unlock the potential at 2711 Gulf Gate Drive! Situated on a desirable corner lot at the entrance to a quiet cul-de-sac, this spacious single-family home is the perfect opportunity for first-time homebuyers, investors, or anyone searching for their next renovation project. The exterior has been exceptionally well maintained, with several major improvements already completed, including a new roof (2021), A/C replaced in 2019, new flush-mount lighting throughout, updated electrical fixtures, a retiled guest bathroom, and an upgraded lanai. With many of the costly exterior and mechanical updates already taken care of, you can focus on bringing the interior to life. Inside, the home is ready for a complete cosmetic transformation, offering a blank canvas to create a modern living space tailored to your style. Whether you're looking to renovate your first home, complete a profitable flip, or create a strong long-term rental, this property offers the ideal foundation to add value and build equity. Conveniently located just minutes from Siesta Key Beach, Gulf Gate's popular restaurants and shopping, downtown Sarasota, and everyday conveniences, this home combines an outstanding location with incredible upside. If you've been searching for a property with great bones, solid updates, and endless possibilities, 2711 Gulf Gate Drive is ready for its next chapter.

2711 Gulf Gate Drive, Sarasota
$499,500
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
$789,000
5 Beds ⋅ 4 Baths ⋅ Sarasota-Venice Co Sub SubDv. ⋅ 34231 Zip Code
FULLY RENOVATED TWO-HOME COMPOUND JUST MINUTES FROM SIESTA KEY BEACH! Welcome to a rare Sarasota opportunity: TWO separate residences on one oversized 0.37-acre lot, completely renovated from top to bottom and ready for its next chapter - whether that's a thriving short-term rental business, multi-generational living, or your family's primary home near the #1 beach in America. The spacious main house offers a bright, open layout with brand-new finishes throughout - new flooring, fully updated kitchen and bathrooms, fresh interior and exterior paint, and modern fixtures that give the home a clean, coastal-contemporary feel. The detached guest house features its own private entrance, full kitchen and bathroom, making it ideal for Airbnb income, visiting family, an in-law suite, or a private home office. Live in one and let the other pay your mortgage! Tucked at the end of a quiet dead-end street, you'll enjoy privacy and space with NO HOA and NO CDD - short-term rentals welcome under county zoning (buyer to verify). All of this just minutes from the powdery quartz sand of Siesta Key Beach, with Gulf Gate's shops and restaurants, Riverview High School, Costco, and downtown Sarasota's arts and dining scene a short drive away. Turn-key, income-producing potential in one of Florida's most in-demand vacation markets - opportunities like this don't last. Schedule your private showing today!

2818 Olympic Street, Sarasota
$585,000
4 Beds ⋅ 2 Baths ⋅ Riverwood Pines SubDv. ⋅ 34231 Zip Code
Welcome to this beautiful 4-bedroom, 2-bath pool home featuring an open-concept layout and numerous recent updates, including new flooring and a newer roof. This move-in-ready property offers a maintenance-free yard and is situated on a spacious oversized cul-de-sac lot with ample parking space for your cars, boats, toys, and guests. The home also features an oversized 2-car garage, a gorgeous dining area, and is being sold fully furnished, making it ideal as a primary residence, second home, or investment property. Located in a highly desirable school zone, this home is only a 12-minute drive to Siesta Key Beach, close to shopping and dining, and just 4.5 miles from Downtown Sarasota. With no HOA or CDD fees and no rental restrictions, this property offers endless flexibility and an incredible opportunity to enjoy the Florida coastal lifestyle. Bring your toys and start living the Florida dream today!

2315 Riverwood Pines Drive, Sarasota
$350,000
3 Beds ⋅ 2 Baths ⋅ Golden Acres 2nd Add SubDv. ⋅ 34231 Zip Code
Virtually Staged. Located in the desirable coastal community of Sarasota, this inviting home offers a relaxed Florida lifestyle with a comfortable layout and bright, open living spaces. The interior features a functional flow designed for everyday living and easy entertaining, with well-sized bedrooms and versatile common areas. Outdoor space provides room to enjoy the warm weather year-round, whether relaxing, gardening, or hosting gatherings. Conveniently situated near Gulf beaches, shopping, dining, and cultural attractions, this property delivers both lifestyle and location in one of Sarasota’s most sought-after areas.

5917 Olive Avenue, Sarasota
$150,000
1 Beds ⋅ 1 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Short Sale. Subjected to Lender Approval. Experience the best of the Sarasota lifestyle from this GROUND-FLOOR RESIDENCE IN BAYWOOD COLONY, where beaches, parks, dining, shopping, healthcare and everyday conveniences are all close at hand. Inside, Unit 214 offers the ease of SINGLE-LEVEL, GROUND-FLOOR LIVING with an open floor plan, luxury vinyl flooring, a walk-in closet and one of its most valuable conveniences—an IN-UNIT WASHER AND DRYER, a rare feature within the community. A PRIVATE EXTERIOR STORAGE CLOSET provides additional room for beach chairs, bicycles and other Florida essentials. Located in FLOOD ZONE X, this property offers a low-maintenance option for a full-time residence, seasonal Sarasota retreat or investment property. Just moments away is PHILLIPPI ESTATE PARK, a scenic waterfront park along Phillippi Creek offering walking paths, kayaking, fishing and beautiful green space. Outdoor enthusiasts can also take advantage of nearby LEGACY TRAIL, Sarasota's popular paved trail system for biking, walking and running. When the beach is calling, SIESTA KEY AND ITS WORLD-RENOWNED QUARTZ SAND are just minutes away. Spend the morning walking Siesta Beach, head into Siesta Village for lunch, or finish the day with a sunset along the Gulf. Everyday conveniences are equally close. Pick up groceries at TRADER JOE'S, stop for breakfast, smoothies or a healthy lunch at PURA VIDA MIAMI AT THE LANDINGS, or explore nearby favorites including BAKER & WIFE, ANDREA'S AND DOLCE ITALIA. Convenient access to healthcare, SARASOTA MEMORIAL HOSPITAL and its extensive network of specialty medical services are nearby, along with numerous medical offices and providers throughout the area. With SIESTA KEY, WATERFRONT PARKS, TRAILS, DINING, SHOPPING, MEDICAL CARE AND SARASOTA'S COASTAL LIFESTYLE all within easy reach, 5800 Hollywood Boulevard #214 offers the kind of low-maintenance location that lets you spend less time maintaining a home and more time enjoying Sarasota.

5800 Hollywood Boulevard Unit 214, Sarasota
$249,900
2 Beds ⋅ 2 Baths ⋅ Captiva Gardens SubDv. ⋅ 34231 Zip Code
Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Flooring*Hurricane Windows*Kitchen Appliances*Interior Freshly Painted*Walk-in Tub/Shower*LG Washer all in on*Recessed lighting & More! This villa has Coastal Fixtures and Decor and the furniture is optional! The layout is wonderful with two distinct living areas, providing ample space for relaxation and entertainment. Beautiful shell landscaping with decorative pots and a Lanai with a brick patio, which is a great place to unwind. Residents have full access to the Pool and the well maintained Clubhouse that is perfect for events and social gatherings with all of the friendly neighbors. The pool offers a refreshing escape and is ideal for soaking up the Florida sun or doing a leisurely swim. The location of this community is superb and it is within minutes to World Renowned Siesta Key Beaches, Gulf Gate Library, Legacy Trail, Gulf Gate Shops and Restaurants, Several Fitness Centers, A+ Schools and Shopping. UTC Mall is only 20 minutes away, as well as cultural downtown Sarasota with great nightlife, fine restaurants, opera, movie theaters and more. The one car garage is an added bonus that provides not only parking convenience but also adds additional storage options. You'll love living in sought-after South Sarasota. Whether you want to explore local parks, shop, hop on over to Siesta Key or take a walk or bike ride ... South Sarasota always has something to do. Make this one yours but don't wait!

2902 Captiva Gardens Drive Unit 3, Sarasota
$445,000
3 Beds ⋅ 2 Baths ⋅ Ashton Pines SubDv. ⋅ 34231 Zip Code
Freshly painted & ready for immediate occupancy! Welcome to Ashton Pines, a community of 11 homes conveniently located to everything Sarasota has to offer. The updates in this home are dramatic featuring an open floor plan with volume ceilings in the great room. The expansive kitchen has upgraded cabinets & appliances with marble(yes, MARBLE) counter tops. There is a spacious breakfast area. The expansive primary bedroom has volume ceilings and a large half round window for amazing natural light. In addition to a 7 x 5 walk in closet, there is an upgraded private bath. The oversize shower stall has 2 shower heads, one a rain shower. There is a private courtyard with a sliding glass door that brightens the whole room, perfect for plantings or adding an outside shower. The split plan has two bedrooms on the north side of the home along with the main bath. The kitchen, living room, & primary bedroom all have sliders to access the screened lanai and rear yard. The laundry room offers additional storage and access to the 2 car garage. The access to Siesta Beach(2 miles), I75(5 miles),and any shopping or restaurants on Clark Road & Tamiami Trail is available with a quick drive. This is a great location for a primary home, secondary home, or an investment property.

5295 Ashton Pines Lane, Sarasota