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$650,000
4 Beds ⋅ 2 Baths ⋅ South Highland SubDv. ⋅ 34231 Zip Code
Fully renovated, income-producing duplex in a prime Sarasota location, perfect for investors or owner-occupants! This property has been completely redone with all work permitted, offering true peace of mind and zero deferred maintenance. Major upgrades include a new shingle roof, new AC systems, full electrical rewire, new plumbing, and impact-rated windows and doors for hurricane protection. Both units feature modern, move-in-ready interiors with tile flooring throughout, new drywall, updated cabinetry, and stainless steel appliances, making this a turnkey opportunity ready for immediate occupancy or rental. Situated on a quiet dead-end street, this property offers privacy while still being close to everything. Conveniently located just 3.8 miles to the beach and only 2.4 miles to Sarasota Memorial Hospital, with easy access to shopping, dining, and popular local restaurants, an ideal setup for strong and consistent rental demand. Whether you're looking to house hack, short- or long-term rent, or expand your portfolio, this fully upgraded duplex checks every box.

1802 Robinhood Street, Sarasota
$435,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Virtually Staged. Exceptional Investment Opportunity in Gulf Gate! Discover this high-potential 2-bedroom, 2-bathroom single-family home featuring a highly desirable split floor plan and a dedicated home office. Located in the heart of Sarasota’s sought-after Gulf Gate Estates neighborhood, this property seamlessly combines rental viability with low maintenance costs. The spacious primary suite serves as a standout feature, complete with a beautifully remodeled ensuite bathroom. Designed for easy everyday living and entertaining, the home boasts a functional galley kitchen with a cozy dinette alongside an open-concept living and dining area. Step outside to a fully privacy-fenced yard, perfect for pets, families, or outdoor entertaining. Major mechanical updates offer ultimate peace of mind for buyers, highlighting a durable roof that is only 6 years old and a newer HVAC system for optimal energy efficiency. The location truly cannot be beaten for long-term real estate stability. Residents will enjoy a quiet, established neighborhood living just steps from Gulf Gate Elementary School and the Gulf Gate Library. Best of all, the world-renowned, sugar-white sands of Siesta Key Beach are only minutes away. Properties with this level of turnkey potential move rapidly in the competitive Sarasota market. Don't wait to secure your next cash-flowing investment —schedule your viewing today!

Sarasota
$450,000
3 Beds ⋅ 2 Baths ⋅ Mead Helen D SubDv. ⋅ 34231 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home, where timeless Spanish-influenced architecture meets comfortable Florida living. Thoughtfully designed with character and style, this inviting residence features distinctive architectural details, a welcoming layout, and an abundance of charm. Inside, the kitchen is equipped with stainless steel appliances, offering a clean and functional space for everyday living and entertaining. The home’s three-bedroom, two-bathroom layout provides flexibility for a growing family, guests, or a home office. Recent improvements include a 2026 HVAC system, newly screened-in back patio, and rejuvenated landscaping that enhances the home’s curb appeal and creates a lush, inviting outdoor setting. The spacious backyard provides privacy and a wonderful space for entertaining, relaxing, or enjoying the Florida sunshine. Ideally located with convenient access to Sarasota’s beautiful beaches, Sarasota-Bradenton International Airport, and an exceptional selection of award-winning restaurants, this home offers the perfect combination of character, comfort, and location. A unique opportunity to enjoy the best of the Sarasota lifestyle in a home with distinctive Spanish-inspired appeal. Set up a showing TODAY before this stunning, custom new build home is gone!

1816 Rita Street, Sarasota
$445,000
3 Beds ⋅ 2 Baths ⋅ Flora Villa Final Survey SubDv. ⋅ 34231 Zip Code
Virtually Staged. Live the Sarasota lifestyle just minutes from world-famous Siesta Key Beach! Less than 6 miles from the sugar-white sands, this inviting 3-bedroom, 2-bath home offers a rare combination of privacy, convenience, and freedom—with NO HOA and NO CDD fees.v Built in 1998 and tucked away at the end of a quiet dead-end street, the home features a fully fenced backyard with plenty of room for pets, gardening, entertaining, or creating your own outdoor oasis. Even better, many of the big-ticket updates have already been completed! Enjoy peace of mind with a roof replaced in 2020, AC in 2021, water heater in 2024, updated flooring throughout with NO carpet, plus a brick patio and walkway added in 2024. The stove, washer, and dryer were also replaced in 2024. Outdoor enthusiasts will love being just minutes from Bee Ridge Park, with playgrounds, sports fields, shaded picnic areas, and recreational activities. Shopping, dining, everyday conveniences, and Sarasota's beautiful Gulf beaches are all within easy reach. Move-in ready, updated, fully fenced, and free from HOA restrictions—this is a fantastic opportunity to own a home close to Siesta Key while enjoying the freedom to make it your own.

4557 Worcester Road, Sarasota
$11,375,000
4 Beds ⋅ 8 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore 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
$350,000
2 Beds ⋅ 2 Baths ⋅ Pirates Cove SubDv. ⋅ 34231 Zip Code
Virtually staged. Imagine Your Sarasota Life Here! West of Trail and just one mile from Siesta Key, this is where the best of Sarasota’s coastal lifestyle begins. Picture yourself starting your morning with coffee at home, walking down to your neighborhood’s private deeded boat ramp, and launching your kayak onto Little Sarasota Bay. Spend the afternoon exploring the water, biking toward Siesta Key, or simply enjoying the easygoing rhythm of life in Pirates Cove. Then come home to your own private retreat. Welcome to a property filled with possibilities. This solid block home offers 2 bedrooms, 2 bathrooms, a bonus room, and space for an office, along with a 2019 roof. But perhaps the most exciting feature is what you can create here. With no HOA restrictions and not in a flood zone, you have the freedom to reimagine the property and create a home that reflects your lifestyle, your vision, and the way you want to live in Sarasota. And the setting is hard to beat. Tucked into the charming Pirates Cove community, you are just steps from the private deeded boat ramp, with easy access for a kayak or small boat to Little Sarasota Bay and the Intracoastal Waterway. Follow the pedestrian-friendly route toward Siesta Key or hop on your bike along Captain Kidd Avenue without crossing major roads. Whether you envision a coastal getaway, an investment opportunity, a vacation retreat, or your future Sarasota home, this property gives you the location and flexibility to make it your own. West of Trail. Near Siesta Key. Waterfront access. No HOA. And endless possibilities. Some properties are simply homes. Others are the beginning of a lifestyle. Come imagine what could be. Your Sarasota coastal story could begin right here!

1909 Buccaneer Drive, Sarasota
$224,900
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Light and Bright with 9' Ceilings located at the gateway to Siesta Key this Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonally across from bayfront sea wall with fountain and benches for enjoying tranquil bay views, fishing or sunsets over the bay. Less than 1 mile to the Siesta Key bridge and World's #1 Siesta Key Beach with amazing, so soft & cool crushed crystal white sands. For peace of mind, this unit never flooded during the hurricanes of 2024 and that is saying something for being this close to the Gulf and Bay. You will love the fact that it is concrete block construction the Open Living Room/Dining Room Floor Plan Flows out to an Oversized Lanai via Quadruple Sliding glass doors - the feeling of light and space in this Villa is simply amazing! The primary BR has a walk-in closet and en-suite bath. The second bedroom is ample in size, and the 2nd bath is just in the hallway for easy access from the entire home. The $1053 Condo Fee includes Villa Exterior Insurance, Exterior Painting, All Ground Maintenance, Water, Sewer, Clubhouse with Pool, Saunas, Kitchen, Function room, Game Room with pool table, dart board, library, etc. and the beautiful bayfront park (this seller was only paying $300/yr. for HO-6 insurance which covers you from the drywall inward). So close to shopping and restaurants too! This is an amazing property and an amazing deal - you will love all that it offers. Mainland security with easy beach access and all at an Oh-so-nice price!

5887 Tidewood Avenue Unit 2, Sarasota
$994,000
3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
LIVE THE WATERFRONT & BOATING LIFESTYLE in highly desirable SOUTHPOINTE SHORES! Perfectly positioned DIRECTLY ACROSS THE STREET FROM THE COMMUNITY BOAT RAMP AND DOCK—approximately 100 feet away—this 3BR/2BA home offers exceptional convenience for boating enthusiasts. Keep your boat right on your property, prep it at home, and launch without the hassle or wait of a public boat ramp. At the end of the day, simply back your trailer from your driveway to the ramp, load up, and you're home! Southpointe Shores provides DIRECT ACCESS TO THE INTRACOASTAL WATERWAY and, with the reopening of Midnight Pass, offers convenient access to the Gulf of Mexico—making this an outstanding location for fishing, boating, and enjoying Sarasota's coastal lifestyle. Situated on an 14,000+ SQ. FT. LOT, the property features a large driveway with ample parking for multiple vehicles. A shelled side yard with a substantial privacy gate provides dedicated space for BOAT OR RV PARKING. There's also plenty of room to add a POOL and potentially a large garage, creating even more possibilities for this spacious property. Per the Sarasota County Property Appraiser, the structure is located in ZONE X. A private well at the rear of the property supplies irrigation, while the well house also provides convenient WATER AND POWER for a boat or recreational vehicle. For added peace of mind, the home is PRE-WIRED FOR A GENERATOR CONNECTION capable of powering the entire residence when paired with the appropriate generator. Inside, an open floor plan and large windows create a bright, welcoming living space filled with natural light. The front & rear entry doors, as well as the garage door, are HURRICANE-RATED DOORS, and all windows are protected by HURRICANE SHUTTERS. The spacious kitchen is light and bright with NEWER APPLIANCES, COUNTERTOPS, AND CABINETRY. Both bathrooms have been recently updated, including new in-ground plumbing, tile, and cabinetry. The remodeled primary bath is especially impressive, featuring a LARGE ZERO-ENTRY SHOWER with dual shower heads designed for both standing and seated bathing. The primary suite offers generous space along with a large walk-in closet. With its expansive lot, boat and RV accommodations, numerous updates, and a community boat ramp just steps from the driveway, this Southpointe Shores home offers a rare opportunity to enjoy the Sarasota boating lifestyle with exceptional ease and convenience.

7616 Cove Terrace, Sarasota
$475,000
3 Beds ⋅ 2 Baths ⋅ Golf Club Estates SubDv. ⋅ 34231 Zip Code
Come in, kick off your shoes and stay awhile! This light-filled 3-bedroom, 2-bath Sarasota BLOCK home has an easy, comfortable feel and a floor plan that lives much larger than its 1,725 square feet. Vaulted ceilings and open living spaces give you room to spread out, gather with friends or simply relax and with a 2022 ROOF and NO HOA fees or restrictions, there’s even more to love. The kitchen is right in the heart of it all, with white cabinetry, granite countertops, stainless steel appliances, plenty of storage and counter space, and a breakfast bar perfect for morning coffee or chatting with the cook. There’s also a sunny breakfast nook plus a separate dining area, so you can keep things casual or set the table when company comes. Open the sliders and Florida living takes over. The screened lanai leads to a beautifully landscaped backyard filled with mature tropical plants, lush lawn and plenty of privacy. Garden, entertain, enjoy dinner outside or find your favorite shady spot with a good book,this is a backyard you’ll actually want to use. The primary bedroom enjoys wood-look laminate flooring and direct access to the screened lanai, while a cleverly placed pocket door can close off the two secondary bedrooms and guest bath from the main living area, creating a private guest wing when you want one. Even the garage gets a little extra attention, the two-car garage features a finished floor and screened garage doors, making it a clean, versatile space where you can let the Florida breeze in while keeping the bugs out. And then there’s the location. You’re tucked into an established Sarasota neighborhood without an HOA telling you what to do, yet convenient to shopping, dining, I-75 and Sarasota’s incredible beaches. Comfortable, flexible and wonderfully easy to live in, this one just feels like home.

4380 Iola Drive, Sarasota
$289,000
1 Beds ⋅ 1 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Beautifully renovated in 2023 by the previous owner, this residence showcases stylish luxury vinyl plank (LVP) flooring throughout, along with fully updated kitchen and bathroom interiors (excluding kitchen appliances). A new hot water heater and full-size washer and dryer were installed in 2023. In 2024, a custom queen-size Murphy bed was added to enhance functionality and maximize space. Most furnishings were newly acquired in 2023, offering a modern and move-in-ready living experience. Awesome for a rental. Plus low fees for the boat slips. Pelican Cove is a gated pet friendly condominium community abounding with amenities, including a low-cost 86-slip boat harbor, kayak, and canoe launch, six heated swimming pools, hot-tub, three clubhouses, classrooms, gym, art, woodworking and pottery studios, lit tennis/pickleball courts, basketball, dog play area, walking trails, boardwalks, and fishing gazebos. Take classes at Pelican Cove University, yoga, tai-chi, water aerobics, painting, or photography. More than 37 clubs for arts, cycling, culinary arts, bridge, film and more. Relax at the evening jazz & classical music concerts, enjoy a stroll around 78 acres of lush grounds. Pelican Cove is hidden away yet minutes from everything! Come see for yourself! This is the lifestyle you deserve!

1647 Brookhouse Court Unit BR146, Sarasota
$289,900
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
COMPLETELY REMODELED & MOVE-IN READY! Welcome home to this beautifully updated 2-bedroom, 2-bath villa featuring a desirable split-bedroom floor plan and stylish improvements throughout. Step inside to a bright, fresh interior showcasing NEW PAINT and LUXURY VINYL FLOORING THROUGHOUT, creating a clean, cohesive look with easy-care living. The stunning NEW KITCHEN is the heart of the home, featuring QUARTZ COUNTERTOPS, NEW STAINLESS-STEEL APPLIANCES, and plenty of workspace for everyday meals and entertaining. Both bathrooms have been thoughtfully remodeled with attractive, modern finishes that complement the home's updated design. Major improvements provide added peace of mind, including a NEW ROOF and NEW HURRICANE-IMPACT WINDOWS AND DOORS THROUGHOUT. Additional conveniences include a PRIVATE LAUNDRY ROOM and COVERED CARPORT, adding valuable storage and functionality to everyday living. The updated lanai provides a wonderful extension of the living space—perfect for morning coffee, relaxing with a good book, or enjoying an evening meal.Beyond the villa, the community offers a relaxed Florida lifestyle with an ACTIVE CLUBHOUSE, BEAUTIFUL COMMUNITY POOL, and a peaceful, park-like setting along LITTLE SARASOTA BAY, where you can unwind and enjoy spectacular sunsets. Best of all, you're just a short bike ride from SIESTA KEY'S WORLD-FAMOUS WHITE-SAND BEACHES, along with nearby restaurants, shopping, and entertainment. With its extensive renovations, desirable location, and truly move-in-ready condition, this villa offers an exceptional opportunity to enjoy the best of Florida living!

5823 Tidewood Avenue Unit 19, Sarasota
$143,500
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
DON'T MISS THIS ! 2 bed/2bath ground floor condo with private patio. has been rented for the past 13 years, vacant now, Close to restaurants shopping, grocery and schools. Extra storge closet, pool and fitness center. All measurements should be verified by buyer or buyers agent

2763 Woodgate Lane Unit 104, Sarasota
$159,000
1 Beds ⋅ 1 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Location, location! 1 bedroom, 1 bath first floor end unit condo located just 4 miles from world-renowned Siesta Key beach. Offered turnkey furnished, this condo is perfect as a second home or as an investment property. The bright, open floor plan features low-maintenance tile flooring, newer windows and sliding door, an in-unit washer and dryer, new ceiling fans and an HVAC system installed in 2020. The updated kitchen offers stainless-steel appliances, granite countertops and light cabinetry, while the renovated bathroom provides a fresh, modern finish. A private, fenced courtyard with a partially covered patio creates an inviting space for relaxing outdoors or accommodating a pet. Sienna Park amenities include a heated pool, clubhouse with fitness center, tennis and basketball courts, sand volleyball, grilling areas and a fenced dog park. The building’s roof was replaced in 2023, and the assessment has being paid off by the seller. The monthly association fee includes building insurance, water, sewer, trash and exterior maintenance. With its excellent location and successful rental history, this furnished condo offers an appealing opportunity as a primary residence, seasonal retreat or investment property. Sienna Park is convenient located near shops, restaurants & beaches, and only 4 miles to access to I-75. Click Virtual Tour Link to experience the immersive 3D tour.

3413 Clark Road Unit 114, 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
$1,375,000
4 Beds ⋅ 2 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code
WATERFRONT * NO FLOOD ZONE * NO HOA. Positioned west of the Trail in Sarasota’s highly sought-after Coral Cove neighborhood, 1901 Upper Cove Terrace offers one of the area’s most compelling deep-water waterfront opportunities, pairing boating access, updated mid-century character, and an exceptional Sarasota lifestyle setting. Priced below appraisal. Set on an oversized 0.35-acre lot with 75 feet of canal frontage, this 4-bedroom, 2-bath residence spans 2,105 square feet and was thoughtfully updated in 2024 to enhance its mid-century modern character while preserving the spirit of its 1968 origins. For boaters, the value is exceptional. The property features deep-water dockage, no fixed bridges, direct Gulf access, a new lifetime vinyl bulkhead, 30-amp shore power, and a private dock that accommodates up to a 45-foot vessel. Outdoor living is central to the home, with a screened pool and spa, covered entertaining areas, and seamless indoor-outdoor flow. The property also offers room for boat and RV parking, plus a large attached workshop garage with two Level 2 EV chargers. Located in Coral Cove, residents enjoy access to a private neighborhood park and boat ramp through the community’s voluntary neighborhood association, adding another layer of boating, fishing, kayaking, and Gulf-access lifestyle appeal. Highlights include: west of the Trail location, Coral Cove neighborhood, private park and boat ramp, 4 bedrooms, 2 baths, 2,105 SF, 0.35-acre lot, 75’ canal frontage, deep-water dockage, no fixed bridges, direct Gulf access, new lifetime vinyl bulkhead, dock for up to a 45’ boat, screened pool and spa, boat/RV parking, workshop garage, and two Level 2 EV chargers.

1901 Upper Cove Terrace, Sarasota
$260,000
2 Beds ⋅ 1 Baths ⋅ Pinehurst Park SubDv. ⋅ 34231 Zip Code
**The seller IS INSTALLING A NEW ROOF** **NEWER AC** **NEW PAINT IS ON THE WAY** MOTIVATED SELLER 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
$499,000
6 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34231 Zip Code
Location, location location best in all words close to Siesta Key beaches downtown and I 75 shopping is restaurant the hose inside need updating. Bring your ideas and taste , make $1 million Dollar home house very spacious six bedroom, three bathrooms and family room dining room, living room room big glass Team, Florida room and two car garage no deed restriction bring your RV

2705 Wilkinson Road, Sarasota
$265,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Welcome to Strathmore Riverside Villas, a desirable 55+ community in Sarasota offering the perfect blend of comfort and an active Florida lifestyle. This clean and well-maintained two bedroom, two bath home features luxury vinyl flooring throughout, a modern updated walk-in shower, and a spacious laundry room with plenty of storage. Enjoy low-maintenance living with access to fantastic community amenities including a heated pool, clubhouse, fitness room, marina, day docks, social events, and a variety of clubs and activities. Conveniently located near shopping, dining, healthcare, and Sarasota’s beautiful beaches.

2623 Riverbluff Parkway Unit V144, 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
$424,900
3 Beds ⋅ 2 Baths ⋅ Denham Acres SubDv. ⋅ 34231 Zip Code
Welcome to this beautifully renovated home where every detail has been thoughtfully updated, creating a truly move-in ready opportunity. From the moment you step inside, you'll say "Wow!" as you're welcomed by the bright, open living spaces and quality finishes throughout. The stunning new kitchen serves as the heart of the home, complemented by fully renovated bathrooms, a newly added laundry room, and a spacious primary suite featuring a walk-in closet. Major improvements extend beyond the cosmetic updates, the replacement of drain pipes, offering added peace of mind for years to come. Step outside to enjoy the fully fenced backyard with two large storage sheds, providing plenty of space for tools, hobbies, or outdoor equipment and plenty of room to park your boat, truck or trailer. Whether you're searching for your first home, a winter retreat, or an easy-to-maintain Florida residence, this home checks all the boxes. Ideally located just 3 miles from the world-famous Siesta Key Beach and only 1 mile from the popular restaurants, shops, and entertainment of Gulf Gate, you'll enjoy the best of Sarasota living with everyday conveniences just minutes away. Completely renovated, thoughtfully upgraded, and ready for its next owner. You NEED to see this IN PERSON. Home is currently permitted to be used as a 2 bedroom + Den, Seller is offering a $4,500 credit toward expanding the existing drain field to accommodate use of the home as a 3-bedroom.

6103 Carlton Avenue, Sarasota
$249,000
2 Beds ⋅ 2 Baths ⋅ Summerside SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to your own slice of paradise, just minutes from the world-famous Siesta Key Beach! This beautifully updated first-floor corner unit offers 2 bedrooms, 2 bathrooms, and the perfect combination of comfort, style, and convenience. Step inside to a bright and inviting open floor plan filled with natural light and contemporary finishes. The spacious living area features easy-care tile flooring and sliding glass doors that open to a private patio—an ideal spot to relax and enjoy the Florida lifestyle. The updated kitchen is both stylish and functional, featuring quartz countertops, stainless steel appliances, abundant cabinetry, and a convenient breakfast bar. The adjoining dining area provides plenty of space for everyday meals or entertaining family and friends. The spacious primary suite features laminate flooring, a walk-in closet, and a private en-suite bathroom with a beautifully tiled walk-in shower. The second bedroom is perfect for guests, a home office, or additional living space and is conveniently located near the second full bathroom with a tub/shower combination. Additional features include in-unit laundry, assigned parking, and access to the community swimming pool. As a first-floor corner residence, this condo offers added privacy, easy access, and an abundance of natural light. Ideally located just a short drive from Siesta Key Beach, as well as Sarasota's popular dining, shopping, and entertainment destinations, this move-in-ready condo is perfect as a full-time residence, seasonal retreat, or Florida getaway. Don't miss this opportunity to enjoy the relaxed coastal lifestyle Sarasota is famous for!

5797 Summer Side Lane Unit 7A, Sarasota
$440,000
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
$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
$1,000,000
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
$824,900
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
$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
$121,900
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
$155,000
2 Beds ⋅ 2 Baths ⋅ Tregate Manor SubDv. ⋅ 34231 Zip Code
Seller Motivated!!! Make offer!!!!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