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$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

$325,000
2 Beds 2 Baths Ashton Lakes SubDv. 34231 Zip Code
Welcome to Ashton Lakes, a maintenance-free community set on 33 acres of lush landscaping with four lakes — less than two miles from the beaches of Siesta Key. This beautifully maintained 2—bedroom, 2-bath residence has been thoughtfully updated throughout and delivers an easy blend of comfort, convenience, and coastal charm. Step inside to soaring vaulted ceilings and an abundance of natural light that gives the entire home an airy, light coastal feel. Sweeping lake views frame the living space, and a desirable one-car garage — a rarity at this price point — adds everyday practicality. The primary bath has been fully renovated, with additional updates in the guest bath, and a newly installed Murphy bed maximizes flexibility for guests, a home office, or both. Life at Ashton Lakes centers on its exceptional amenities: a recently updated clubhouse, two heated pools including a large pool with a dedicated lap lane, two tennis courts and four pickleball courts, shuffleboard, grilling stations, and more. A private footbridge connects residents directly to Merchants Mart shopping center, home to CVS, ACE Hardware, a Dollar store, restaurants, and Detwiler's Farm Market. You're also minutes from the Whole Foods anchored redevelopment at Sarasota Square and  Siesta Promenade, the new 24-acre mixed-use project at the northwest corner of U.S. 41 and Stickney Point Road. Downtown Sarasota and I-75 are both an easy reach. Recent updates include: HVAC in Jan 2026, deluxe fabric roller shade throughout in Feb 2026, murphey bed in Feb 2026, smart garage open in Feb 2026, refrigerator and washer in 2023, dry bar, primary bathroom, and guest bathroom.

5652 Ashton Lake Drive Unit 5652, Sarasota

$259,900
2 Beds 2 Baths Summerside SubDv. 34231 Zip Code
Virtually Staged. Welcome to your slice of paradise just moments away from the world-renowned Siesta Beach! This meticulously updated first floor corner 2-bedroom, 2-bath condo offers a perfect blend of comfort, convenience, and coastal charm. Step inside to discover a thoughtfully designed open floor plan adorned with contemporary finishes and abundant natural light. The spacious living area invites you to unwind and entertain, featuring easy-to-maintain tile flooring and sliding glass doors that lead out to a private patio. The modern kitchen is a chef's delight, boasting quartz countertops, stainless steel appliances, and ample cabinetry for storage. Enjoy casual meals at the breakfast bar or gather with loved ones in the adjacent dining area, perfect for hosting dinner parties or intimate gatherings. Retreat to the tranquil primary suite, complete with laminate floor a walk-in closet, and a ensuite bath featuring a tiled walk-in shower and vanities. The secondary bedroom offers versatility and comfort, accompanied by a full bath with a tub/shower combo, ideal for guests or as a home office space. Additional highlights of this condo include in-unit laundry facilities, assigned parking, and access to a sparkling pool. With its prime location just a short drive from Siesta Key Beach, renowned for its vibrant dining, shopping, and entertainment options, this exceptional property presents a rare opportunity to embrace the quintessential Florida lifestyle. Don't miss out on the chance to make this your new home.

5797 Summer Side Lane Unit 7A, Sarasota

$465,000
3 Beds 2 Baths Forest Hills SubDv. 34231 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home with a versatile bonus room, ideally located in one of Sarasota's most sought-after school districts. Situated on over a quarter-acre with no HOA, this property offers the freedom to enjoy your home without additional restrictions. A large circular driveway welcomes you beneath a mature oak tree, accompanied by a Staghorn fern, and draped in Spanish moss, creating exceptional curb appeal. Inside, the updated kitchen features granite countertops, stainless steel appliances, and a large center island perfect for gathering with family and friends. Terrazzo flooring adds timeless character throughout much of the home, while both bathrooms have been tastefully renovated. Each room has a ceiling fan and cellular shades on all the windows to keep the home cool and comfortable. The spacious bonus room, with a tongue-and-groove ceiling, offers endless possibilities, like a family room, home office, playroom, gym, or even a potential fourth bedroom. Step outside to a fenced backyard with plenty of room for pets, play, gardening, or even a future pool, plus a large storage shed for all your tools and equipment. There is also room for an ensuite addition, with architectural plans already drawn and available with the home. Recent improvements include a newer roof (2018), HVAC (2018), energy-efficient impact windows, and leased solar panels that help keep the electric costs low and insure against future rate hikes. The home also features public water and sewer with no HOA fees. Conveniently located less than 5 miles from Siesta Key Beach, downtown Sarasota, lots of shopping, dining, and everyday conveniences. This move-in-ready home offers comfort, flexibility, and an unbeatable location.

2709 Marlette Street, 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

$449,000
3 Beds 2 Baths Floral Park Homesteads SubDv. 34231 Zip Code
Virtually Staged. **ONE OR MORE PHOTOS ARE VIRTUALLY STAGED** WELCOME TO THIS BEAUTIFUL RECENTLY REMODELED 3 BEDROOM 2 BATHROOM HOME LOCATED IN SARASOTA. THIS HOME FEATURES NEW HURRICANE WINDOWS, A BRIGHT OPEN FLOOR PLAN, FORMAL-LIGHT FILLED LIVING ROOM, COZY DINING AREA, AND A SPACIOUS FAMILY ROOM WITH FRENCH DOORS THAT OPEN TO THE SCREENED LANAI. THE LARGE GALLEY KITCHEN FEATURES NEW STAINLESS STEEL APPLIANCES AND A CONVENIENT PASS-THROUGH SERVING WINDOW TO THE FAMILY ROOM, MAKING IT PERFECT FOR ENTERTAINING. AN INTERIOR LAUNDRY ROOM ADDS EVERYDAY CONVENIENCE. THE SPACIOUS PRIMARY SUITE OFFERS A PRIVATE EN-SUITE BATH AND WALK-IN CLOSET. OUTSIDE, ENJOY THE COVERED, SCREENED LANAI WITH A PRIVIATE ABOVE GROUND SPA PROVIDING THE PERFECT SPACE TO RELAX OR ENTERTAIN. IDEALLY LOCATED JUST MINUTES FROM SHOPPING, FINE DINING AND TOP-RATED SCHOOLS AND BEAUTIFUL BEACHES.

4319 Augustine Avenue, 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

$3,100,000
3 Beds 3 Baths Kentwood Estates SubDv. 34231 Zip Code
On an elevated lot in the quiet, refined community of Kentwood Estates near Oyster Bay, this modern residence exudes Zen-like sophistication. From its contemporary architecture to its park-like half-acre grounds, 1556 Eastbrook Drive offers a uniquely compelling experience. Vaulted ceilings and insightfully placed windows create an ethereal ambiance as you enter this home. Bleached oak flooring (throughout the entire home) and abundant LED lighting create a bright, inviting environment. And, with concrete block construction, impact windows and doors, and a location well above flood zone, you’ll be secure no matter what the environment. Created for entertaining and effortless daily living, the upscale kitchen provides everything a home-chef wants, such as Thermador appliance package including custom separate built-in refrigerator and freezer, 48-inch dual fuel professional range and dishwasher; built-in drawer microwave, custom cabinetry, aluminum tambour, quartz countertops, rare quartzite backsplash, two sinks with disposals, Kohler Karbon articulating faucets and reverse osmosis drinking water system. Tucked behind the kitchen is a large utility area functioning as a butler’s pantry/work zone with John Boos countertops and wine cooler. On the other side of the kitchen is a full bath that serves as the pool bath. The main living area presents a 20-foot vaulted ceiling, architectural windows, gas fireplace, built-ins with accent lighting and a wall of sliding glass that leads to the outdoor retreat and pool. This central living area, including the open kitchen and dining space, ideally separates the guest rooms from the owners’ suite. Going from the main living area into the owners’ suite, you enter a large private area that can serve as an office/den, exercise space or quiet reflection area with its five oversized windows. The suite continues with a generous sleeping area and sliding glass doors. The adjacent spa-like bath is exquisite with floor-to-ceiling tile, designer fixtures, a multi-head shower and views of the tropical foliage outside. Walk-in closets include built-in custom cabinetry and remote control hangers. On the other side of the home are two generous guest rooms and full bath. The outdoor living area provides the epitome of Florida lifestyle. Accessed from the main living area and the owners’ suite, it offers ample covered sitting areas to accompany the outdoor kitchen with an Alfresco Grill, dining area and entertaining space with cypress ceiling and cabinetry. The heated saltwater pool includes fountains, underwater lighting, and an abundance of deck space to take in the sun and fun. The professionally landscaped half-acre lot is ideal for sports, pets, gardening or simply a park-like respite in daily life. The significantly oversized, climate-controlled garage is large enough for two full-sized vehicles and a work area, and it also includes an electric car charger. Essentially a smart home, most functions can be controlled through apps on your smartphone, as audio, security, climate, lighting and more are in your hands. Additionally, the owners replaced all three HVAC systems and invested more than $100,000 in landscaping. Optimally in the desired West of Trail area, this residence is close to Red Rock Park, The Field Club (historic private waterfront club with boating facilities), South Side Village, access to Siesta Key and everything that makes Sarasota a place to call home.

1556 Eastbrook Drive, Sarasota

$1,075,000
8 Beds 8 Baths Orange Crest Park SubDv. 34231 Zip Code
Virtually Staged. Cash flow in paradise! This is a great Sarasota investment opportunity featuring two side-by-side duplexes with four rentable units sold together as one package, tucked on a quiet street just minutes from the sugar sand of Siesta Key and across the way from the newly updated Landings Plaza with its new shops and restaurants. Whether you are growing a portfolio or making your first multifamily move, the expensive work is already done here, leaving a true turnkey asset of solid one-story block construction with tastefully renovated units and updated major systems throughout. Both buildings received brand new roofs in 2024, fully permitted, complete with sealed roof decks and third-nail wind mitigation retrofits, and current wind mitigation reports are in hand that may help qualify for insurance premium reductions. Upgrades since 2023 also include new electrical panels in all four units, full attic ductwork replacement, a new A/C in one unit, cast-iron drain line remediation, and kitchen and bath remodels in select units. Each unit offers 2 bedrooms, a full bath, and a convenient half bath located in the primary bedroom, along with a private entrance, in-unit washer and dryer, wood-look luxury vinyl plank flooring, ceiling fans, generous storage, and its own yard space with off-street parking beneath mature mango and shade trees. With the Landings Plaza at the doorstep, the Gulf Gate corridor, the Legacy Trail, and the beaches all minutes away, year-round rental demand takes care of itself. The duplexes sit on two separate tax parcels but are offered together as a package only and will not be sold individually. Capital improvements summary, wind mitigation reports, and closed roof permits available. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2047 & 2051 Fiesta Drive, 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

$434,900
2 Beds 2 Baths Gulf Gate SubDv. 34231 Zip Code
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

$499,000
3 Beds 2 Baths South Haven SubDv. 34231 Zip Code
WELCOME TO YOUR PRIVATE OASIS NESTLED IN THE HEART OF SARASOTA!! THIS IS A MUST SEE - TRULY ONE OF A KIND PROPERTY LOCATED ON AN OVERSIZED ALMOST 1/2 ACRE LOT WITH NO HOA RESTRICTIONS! You will be amazed when you pull up into your beautifully landscaped circular granite chip driveway. This area can be the new home for your RV, boat, work trucks and even another dwelling. This property is in a prime location and can be a family's OR an investors dream being minutes from everything that Sarasota has to offer-conveniently located less than 5 miles from famous Siesta Key Beach, premier shopping, coffee, and dining, including Trader Joes and Starbucks, US-41, I-75, top rated schools, and countless recreational opportunities. This property truly offers the best of both worlds - you can enjoy the tranquility of a secluded setting that offers the charm and serenity of country living, with super easy access to modern conveniences.-----------HOME DETAILS: •ON .45 ACRES-LESS THAN 5 MILES FROM THE WORLDS FAMOUS SIESTA KEY BEACH AND STEPS FROM US 41 •3 BEDROOM 2 BATH 1505 SQUARE FOOT UPDATED HOME •ROOF 9 YEARS OLD, AC, DUCT WORK, INSULATION AND WATER HEATER LESS THAN 5 YEARS OLD•PORCELAIN TILE AND LVP THROUGHOUT THE HOME•LARGE UTILITY ROOM THAT CAN ALSO BE USED AS A BONUS ROOM •STUNNING ENTERTAINMENT AREA THAT INCLUDES A 6-SEATER HOT TUB, FIRE PIT, EXTENSIVE SEATING AREA, AND NIGHTTIME LIGHTING •SPACIOUS FENCED IN BACKYARD THAT IS FULLY ARTIFICIALLY TURFED AND LANDSCAPED WITH AMPLE SPACE FOR OUTDOOR ACTIVITIES AND/OR FURRY FRIENDS TO PLAY SAFELY•NO HOA - ROOM FOR RV'S, BOAT, WORK TRUCKS, GARAGE, ADDITIONAL LIVING QUARTERS AND MORE•COUNTY WATER AND SEWER•EQUIPPED WITH NEW WHOLE HOME KOHLER GENERATOR•RESORT STYLE LANDSCAPING WITH FULL IRRIGATION SYSTEM AND NIGHTTIME LIGHTING SURROUNDING THE HOME•HOME IS NOT IN FLOOD ZONE•WELL REGARDED ZONED SCHOOLS INCLUDE PHILIPPI SHORES ELEMENTARY, SARASOTA MIDDLE AND RIVERVIEW HIGH•****This home will be available to view for the first time on SUNDAY -8/2/26 - 12:00pm-4pm****DO NOT MISS OUT ON THIS SPECTACULAR MUST SEE HOME! See YOU Sunday! GOOGLE MAPS DOES NOT TAKE YOU RIGHT TO THE HOME - From US 41 and Bee Ridge - Go south on 41 make a left on Worrington St right past Ace Hardware. Weave through the street down to the 5TH house on the left - make left right before FOR SALE SIGN there will be a small private road - make a left and house will on little private road. From Shade and Bee Ridge - Go south on Shade, make a right on Haley Ln. then right on Worrington St., go to end of street, make a left on School Ave then quick right to stay on Worrington St. After the first house on right, look for speed bump sign and the FOR SALE SIGN and make a right after onto the private road that takes you to the house.

2137 Worrington Street, 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

$160,000
2 Beds 2 Baths Tregate Manor SubDv. 34231 Zip Code
Welcome to 2260 Stickney Point Road, Unit #324, an inviting 2-bedroom, 2-bath condominium nestled in the desirable Tregate Manor 55+ community in Sarasota. Located on the second floor, this well-maintained residence offers a bright and comfortable split-bedroom floor plan with approximately 951 square feet of living space. Enjoy your morning coffee or unwind in the evening from the screened-in lanai, where you'll overlook the beautifully landscaped gardens and sparkling community pool, creating a peaceful tropical setting. The open living and dining areas provide an ideal space for entertaining or relaxing, while the spacious primary suite features a walk-in closet and private bath. Perfectly situated just minutes from the powdery sands of Siesta Key Beach, this condo also offers convenient access to Gulf Gate's popular restaurants, shopping, entertainment, and everyday conveniences. Whether you're searching for a year-round residence, seasonal retreat, or affordable slice of paradise, this home offers the ideal Florida lifestyle.

2260 Stickney Point Road Unit 324, 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

$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

$1,930,000
5 Beds 6 Baths Landings SubDv. 34231 Zip Code
Virtually Staged. Tucked beneath a canopy of sweeping mature oaks in one of Sarasota's most coveted gated communities, this gracious two-story home strikes the perfect balance between timeless elegance and Florida ease. The brick paver driveway, bay window entry, and lush manicured lawn set an inviting first impression that the interior effortlessly sustains. Step inside to soaring vaulted ceilings with exposed beam detail, gleaming hardwood floors, and a stunning crystal chandelier that anchors the grand living room. A classic marble fireplace, plantation shutters, and an open staircase with balusters and rich wood railing give the space a warmth and architectural character rarely found at this price point. The kitchen is bright and functional — cabinetry with glass-front uppers, an island with cooktop, double wall ovens, stainless steel appliances, and a picture window framing the lush greenery outside. A perfect canvas for the cook who wants both form and function. The screened pool and spa with brick paver deck and mature oak surround deliver complete privacy and the quintessential Florida outdoor lifestyle — whether you're entertaining or simply unwinding after a day at the beach. Located in The Landings, Sarasota's premier gated community known for its racquet sports complex, nature trails, and unbeatable proximity to Siesta Key Beach, top-rated dining, and the vibrant arts and culture scene downtown Sarasota is celebrated for.. Included 100-Day Home Warranty with buyer activation

1675 Landings Lane, Sarasota

$2,890,000
4 Beds 3 Baths Southpointe Shores SubDv. 34231 Zip Code
Imagine having your own private outdoor paradise designed for a relaxing life on the water. This custom designed Key West style residence in Southpointe Shores offers deep sailboat water on a rare wide natural bayou with more than 100 feet of waterfront, complemented by a new Atkins seawall, a 30 foot Cool Touch dock, a 27,000 pound boat lift, second wet slip capability, and a fish cleaning station. Built by Graber Homes and extensively and beautifully renovated, the residence features an open floor plan with living and dining areas that transition naturally to the kitchen and waterfront. Renewal by Andersen sliding doors frame the canal and provide direct access to the outdoor living spaces. Travertine flooring extends throughout the entire first level. The kitchen includes fine wood custom Campbell Cabinetry, Calacatta marble countertops and backsplash, a large entertaining island, a walk in pantry, and gourmet appliances featuring a new Sub Zero refrigerator, a Wolf wall oven, two Miele dishwashers, a Wolf coffee station, and a 48 inch Fulgor Milano induction range. Additionally, the first floor offers a roomy primary suite with two walk in closets and an updated Campbell Cabinetry bath with dual vanities, a walk in shower, and a clawfoot tub, along with a pool bath and an oversized laundry room. The second level offers three guest bedrooms, a full bath with a marble walk in shower and Campbell Cabinetry, and a large bonus room currently arranged as a home gym. New wood look tile flooring extends throughout the second floor. Outdoor spaces include a 7 foot deep saltwater pool and deep seat gas heated spa, a built in 48 inch Lynx outdoor kitchen, professionally designed Artistic paver patios and walkways, a gas fire pit in a private seating area, a second patio for sunbathing, and a stunning landscaped pond with waterfalls inspired by Marie Selby Botanical Gardens. The home also features a 14 speaker indoor and outdoor NHT sound system for entertaining. The entirely fenced backyard provides privacy with direct access to the dock and waterfront. Recent improvements include a whole house 26KW Generac generator, three new Bryant HVAC systems with new ductwork and Knauf insulation, an Aprilaire whole home fresh air and dehumidification system, whole house water filtration, new Starlink internet, two 48 amp Tesla charging stations, and a large air conditioned three car garage with hanging rack storage along the ceiling. Located West of the Trail, Southpointe Shores offers a friendly optional HOA, a private gated neighborhood boat ramp and park, and easy access to Midnight Pass, Sarasota Bay, Siesta Key, downtown Sarasota, shopping, and dining.

7631 Cove Terrace, Sarasota

$7,350,000
4 Beds 4 Baths 34231 Zip Code
Located on approximately 200 feet of open Bay frontage in one of Sarasota's most prestigious neighborhoods, this remarkable property enjoys a postcard-worthy setting on more than an acre of beautifully landscaped grounds near The Field Club. A 150+/- foot private dock, expansive lawn, and breathtaking panoramic views create one of Sarasota's truly exceptional waterfront offerings. The residence is in outstanding, like-new condition, with all major systems and components replaced in 2017. Thoughtfully designed with an open floor plan, the home offers three private en-suite bedrooms and a relaxed island-inspired aesthetic complemented by textured wall finishes, tray ceilings, crown moldings, custom built-ins, designer lighting, and fine finishes throughout. The spacious great room is ideal for entertaining, while the well-appointed kitchen is perfectly positioned between a charming breakfast room and formal dining area. Additional features include an oversized laundry room, generous air-conditioned attic storage, an attached two-car garage, and an air-conditioned workshop that could also serve as a third garage bay. For many, however, the true rarity lies in the land itself. With approximately 200 feet of open Bay frontage, more than an acre of prime waterfront, and surrounded by Sarasota's most significant estates, this is the kind of homesite that rarely becomes available. While the existing residence can be enjoyed immediately for years to come, the property also presents an extraordinary opportunity to create a world-class waterfront estate that fully realizes the potential of this iconic setting. Quite simply, the value of this offering extends well beyond the home—it is an opportunity to own one of Sarasota's premier Bayfront properties. Offered at a compelling value among the area's most prestigious waterfront estates, this is a rare chance to secure an irreplaceable piece of Sarasota's shoreline for today and for generations to come.

1440 Kimlira Lane, Sarasota

$648,000
4 Beds 2 Baths Gulf Gate SubDv. 34231 Zip Code
Welcome to the highly sought-after Gulf Gate community, where coastal living meets convenience! Ideally located less than two miles from the area's world-famous beaches, this beautifully updated, turnkey furnished four-bedroom, two-bath residence offers the perfect blend of comfort, style, and functionality. Designed with entertaining in mind, the open-concept floor plan features a stunning, completely remodeled kitchen with shaker cabinetry, stainless steel appliances, and generous prep space overlooking the spacious living and dining areas. Sliding doors lead to a covered lanai and sparkling heated pool, creating the ideal indoor-outdoor Florida lifestyle. The private primary suite is a relaxing retreat, complete with a walk-in closet, dual vanity, and beautifully updated walk-in shower. Three additional guest bedrooms and an updated guest bath provide plenty of space for family and visitors. Step outside to enjoy your own backyard oasis featuring a brand-new fenced yard, outdoor shower, heated pool, and ample room to relax or entertain. Situated on an oversized corner lot, the home also offers a circular driveway, abundant parking, a spacious laundry room, and plenty of storage. Recent improvements include luxury vinyl plank flooring, a new roof, new fencing, repiping, and a newer A/C (2020), providing peace of mind for years to come. Located in the desirable deed-restricted Gulf Gate neighborhood with an optional HOA, this exceptional property is just minutes from award-winning beaches, restaurants, shopping, and everyday conveniences. Whether you're searching for a primary residence, seasonal getaway, or income-producing investment, this home offers outstanding rental potential in one of Sarasota's most desirable locations.

6515 Colonial Drive, 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

$234,788
2 Beds 2 Baths Woodside Village East SubDv. 34231 Zip Code
This 2-bedroom, 2-bath villa nestled beneath tropical oak canopy in Woodside Village East, Sarasota, offers a blend of tranquil living and convenient access to local attractions. This villa features an updated interior with an open floor plan and cathedral ceilings. The clerestory windows flood the interior with natural light. A Florida room provides an additional 117 sq ft of living space. Recent updates include quartz countertops, new cabinets, brand new stainless steel appliances, luxury vinyl flooring throughout, and updated bathrooms. The community of Woodside Village East provides residents with a heated pool and tennis/pickleball courts, set within a tropical landscape. The property is situated just a few miles from Siesta Key Beach, known for its Powdered-Sugar sands. Downtown Sarasota, with its cultural venues, dining, and shopping options, is also easily accessible. Cultural attractions in downtown Sarasota include the Van Wezel Performing Arts Hall, the Sarasota Opera House, and various art galleries along Palm Avenue, also known as "Gallery Row". The shops of Gulf Gate, offering a mix of local businesses and national chains, are nearby for daily needs and entertainment. This villa presents an opportunity for those seeking a getaway near the beach and cultural attractions, or a permanent residence in Southwest Florida. Virtually Staged

6947 Woodwind Drive Unit 77, Sarasota

$329,000
2 Beds 2 Baths Los Lagos SubDv. 34231 Zip Code
Coastal Living Just Minutes from Siesta Key Beach! Welcome to this beautifully FURNISHED second-floor condo in the highly desirable Los Lagos community, where LOCATION truly matters. Just minutes from world-famous Siesta Key Beach, shopping, dining, and everyday conveniences, this maintenance-free residence offers the perfect blend of comfort, style, and convenience. Featuring 2 bedrooms, 2 bathrooms, and 1,320 square feet of living space, this MOVE-IN-READY home boasts tranquil water views and the rare BONUS of a DETACHED one-car GARAGE, providing private parking and additional storage. Inside, you’ll find a bright, coastal-inspired interior with soaring vaulted ceilings, updated lighting, and durable laminate flooring throughout the main living areas, complemented by tile flooring in the wet areas. he beautifully updated kitchen is both stylish and functional, featuring quartz countertops, recessed lighting, NEW stainless steel appliances, a pantry closet, and a breakfast bar that opens seamlessly to the dining and living areas. Designed for effortless entertaining, the spacious living room extends through sliding glass doors to a screened lanai with updated porcelain tile flooring—the perfect place to enjoy your morning coffee or unwind while taking in peaceful water views. The generous primary suite offers private lanai access, a walk-in closet, an additional built in closet, a linen closet, and an en-suite bathroom with dual sinks and granite countertops and a tub/shower combination. The guest bedroom features built-in wall shelving perfect for books and ample closet space, while the beautifully remolded guest bathroom boasts a tiled walk-in shower, updated vanity, and a convenient NEWER washer and dryer. Recent updates in 2026: New kitchen appliances and washer/dryer. 2025: Interior paint, quartz kitchen countertops, remodeled guest bathroom, and porcelain tile flooring on the lanai. 2019: AC system. Residents of Los Lagos enjoy a sparkling community pool and beautifully maintained grounds. Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this furnished condo offers exceptional value in one of Sarasota’s most desirable locations. Schedule your private showing today and discover the Florida lifestyle you’ve been dreaming of!

3013 Clark Road Unit 6, 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

$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

$365,000
3 Beds 1 Baths Pinehurst Park SubDv. 34231 Zip Code
Great Block Built home in Gulf Gate with HUGE backyard! Just renovated with brand new kitchen cabinets, new granite countertops, sink, faucet, microwave with hood vented outside. Bathroom also tastefully renovated (we kept the retro tub and tile by design, new toilet, sink, vanity, mirror, lighting), new ceiling fans, and fully painted inside and out. Newer big ticket items include Roof (2022) and HVAC (2021). Property located on a quiet street in a great neighborhood. Front Loading washer and dryer in the separate laundry area off of kitchen. The screened in lanai looks across the expansive back yard, with a huge lush lawn, which has plenty of room for an ADU and parking, if new owner ever wanted to expand. Double auto door in vinyl fence leading to backyard for potential RV parking, if desired. Space, space, space!

2348 Doud Street, Sarasota