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1650 Assisi Drive Unit 16, Sarasota
$1,349,000
4 Beds ⋅ 4 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Nestled within Portofino on the Bay, an intimate gated Mediterranean-inspired enclave of just 20 residences in the Sarasota/Vamo area, this beautifully updated four-bedroom home combines privacy, resort-style outdoor living and convenient access to Little Sarasota Bay. The community offers waterfront access with a dock, kayak storage and launch. An assigned boat slip with lift—one of only six available within the community—is also available for purchase separately for an additional $120,000. Double entry doors open to a dramatic two-story foyer and an inviting open-concept floor plan. Soft neutral finishes are complemented by custom window and door trim, crown molding on both levels and plantation shutters throughout the home—even in the garage, which also features durable epoxy flooring. The main living room is anchored by a striking floor-to-ceiling stone gas fireplace, creating a natural centerpiece for entertaining and everyday living. The adjoining kitchen features bright soft-close cabinetry, a built-in cooktop, stainless steel appliances and a convenient closet pantry. The first-floor Owner’s Retreat provides a private wing of the home and features a tray ceiling, French doors opening directly to the pool patio and its own dedicated A/C zone—one of three independent systems in the residence. The ensuite bath includes dual sinks, a makeup vanity, walk-in shower, bidet, soaking tub and generous walk-in closet with custom built-ins. Also on the main level is a den with tray ceiling, ideal for a home office, library or flex space, along with a guest half bath. A wrought-iron staircase leads upstairs to a central loft and three additional bedrooms, each accented by tray ceilings. Two guest bedrooms open directly onto the renovated second-floor balcony overlooking the pool and backyard, while the fourth bedroom features soaring ceiling height and abundant natural light. The second floor is served by its own dedicated A/C zone. The backyard has undergone an extensive renovation designed to create a true Florida outdoor-living retreat. Improvements include a newly refinished pool surface, expansive travertine pool deck and patio, brand-new panoramic pool cage, and renovated second-floor balcony overlooking the outdoor living area. At the center is the heated saltwater pool and spa, complemented by a convenient pool half bath and outdoor shower. The result is a spacious, low-maintenance setting for entertaining, swimming and enjoying Sarasota's year-round outdoor lifestyle. Located in an X Flood Zone and with no prior hurricane damage, the home is approximately six miles from world-renowned Siesta Key Beach and nine miles from Downtown Sarasota's dining, arts, entertainment and shopping. Everyday conveniences are equally accessible, including Costco and the redevelopment of nearby Sarasota Square, bringing additional retail and services to the area. For boating enthusiasts, the opportunity is particularly rare: an assigned boat slip with lift, one of only six within Portofino on the Bay, is available separately for an additional $120,000.

1650 Assisi Drive Unit 16, Sarasota

5726 Ashton Lake Drive Unit 11, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Only 3.5 miles to the World Famous Siesta Key Beach with its fine sugary sands. Close to I-75 and rte.41, hospitals, shopping, schools, restaurants and downtown Sarasota. There is a storage closet by the front door, ideal to store bikes & beach chairs. This STUNNING & Elegant 2-bedroom 2 bath GROUNDFLOOR unit is TURNKEY furnished and totally renovated in 2021 with 20" ceramic tiles throughout the unit along with CROWN MOLDING as well. The open layout of the kitchen boasts a wraparound granite countertop. Custom built kitchen cabinets and pantry with modern hardware. Updated bathrooms with floor to ceiling tiles. Elegantly furnished. There is a storage closet in the living room. The Master bedroom features king size bed, walk-in closet and walk-in shower. The Guest bedroom features queen size bed, closet and the guest bathroom has a tub/shower combo. Fully updated for immediate occupancy. All you need are your personal belongings and your bathing suit! Unit is bright, airy and very welcoming. There is also a screened lanai featuring electric hurricane shutters, a Jenn-Aire electric grill and a great view of the lake. Be entertained by our Florida wildlife. We are located on 33 acres of luscious greenery, with 4 lakes, 2 heated pools,7 grilling stations, one large pool with lap lane, a combination of 2 tennis courts and 4 pickleball courts, shuffleboard, clubhouse and various other amenities. We are also connected to Merchants Mart by a foot bridge, consisting of CVS, ACE hardware, liquor store, take-outs, and the famous Detwiler's Farm market. Come be a part of this friendly welcoming community...

5726 Ashton Lake Drive Unit 11, Sarasota

4035 S School Avenue Unit C5, Sarasota
$198,000
2 Beds ⋅ 1 Baths ⋅ Oakwood Gardens SubDv. ⋅ 34231 Zip Code
Price Improvement!!! Ideally located just minutes from world-famous Siesta Key Beach. This beautifully renovated condo located at 4035 S School Ave, Unit C- 5 in Sarasota was completely updated in 2022/2023. It features a modern kitchen with quartz counter tops, additional bar storage, and all-new appliances including refrigerator, stove, microwave, dishwasher, and garbage disposal. Enjoy the new waterproof laminate flooring throughout, a tank-less hot water heater, and ceiling fans in both bedrooms. The bathroom has been fully refreshed with new vanities. A newly screened porch was added in 2025. Community amenities include a sparkling pool, plus convenient access to Trader Joe's, Sarasota Bayfront, downtown shops, restaurants, and waterfront parks. This move-in-ready unit offers contemporary style and the best of Florida Suncoast living. The Association fees include water, sewer, trash, internet and pest control. Don’t miss this opportunity!

4035 S School Avenue Unit C5, Sarasota

2740 Riverbluff Parkway Unit V107, Sarasota
$215,000
1 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Welcome to Strathmore Riverside Villas, a waterfront 55+ community in South Sarasota just east of the Tamiami Trail. This free-standing villa is one of only a handful in the community that stands entirely on its own, offering no shared walls and windows on all four sides for added natural light and privacy. The flexible floor plan features one bedroom plus a den that could easily be converted to a second bedroom, along with one and a half baths and comfortable living spaces that flow naturally throughout the home. The living room and dining area are finished with bamboo flooring and crown molding, while the den offers additional space for guests, a home office, hobby room, or second bedroom depending on your needs. At the center of the home, the updated kitchen features white raised-panel cabinetry, quartz countertops, a subway tile backsplash, stainless steel appliances, floating shelves, and a window above the sink. Just beyond the kitchen, the Florida room is wrapped in windows and finished with light wood-look plank flooring, creating a bright space to relax with its own exterior entrance. The primary bedroom is privately positioned with wood-look plank flooring, a reclaimed wood accent wall, walk-in closet, and ensuite bath featuring a frameless glass walk-in shower. The interior laundry room also serves as a convenient half bath for guests and includes a full-size washer and dryer, vanity sink, and built-in storage. Hurricane glass windows and energy-efficient appliances are already in place, and the roof is only three years old. Outside, a private driveway leads to the covered carport and tiled entry patio, while an exterior storage closet provides room for bikes, beach gear, and more. Mature landscaping and open lawn surround the villa. Community amenities include a waterfront clubhouse, heated pool, saunas, exercise room, billiard room, library, and an active social calendar. Boaters can enjoy the 33-slip marina with an on-site dockmaster and slips available on a first-come basis for $20 per month, providing canal access to Phillippi Creek, the Intracoastal Waterway, and the Gulf beyond. Siesta Key, Gulf Gate dining and shopping, Downtown Sarasota, and US 41 are all within easy reach. Come experience the flexibility of this unique free-standing villa and the waterfront lifestyle of Strathmore Riverside Villas in person. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2740 Riverbluff Parkway Unit V107, Sarasota

1816 Rita Street, 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

4557 Worcester Road, Sarasota
$435,000
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

1136 N Lake Shore Drive, 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

2702 Grand Cayman Street, Sarasota
$325,000
3 Beds ⋅ 2 Baths ⋅ Bahama Heights SubDv. ⋅ 34231 Zip Code
Back on market due to buyer financing—no fault of the home! Welcome to 2702 Grand Cayman Street, an impeccably maintained, move-in-ready residence situated in a prime Sarasota location between bustling downtown and the world-renowned white sands of Siesta Key. This light-filled 3-bedroom, 2-bathroom floor plan features generous bedroom dimensions, custom window blinds, and abundant storage throughout. The heart of the home showcases a well-appointed kitchen equipped with granite countertops, sleek stainless steel appliances, and a premium built-in coffee station. What truly distinguishes this property is the extensive investment in major mechanical and structural updates. Enjoy total peace of mind and substantial insurance savings with a new roof installed, paired with a brand new, high-efficiency mini-split AC system for tailored climate control and energy savings. Zoned for top-rated Phillippi Shores Elementary and Riverview High, this versatile home represents an exceptional primary residence or a addition to an investment portfolio. Schedule your private tour today!

2702 Grand Cayman Street, Sarasota

251 Southwinds Drive, Sarasota
$137,900
2 Beds ⋅ 1 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
AFFORDABLE SARASOTA LIVING JUST MINUTES FROM SIESTA KEY! Opportunities like this are hard to find! Located in desirable South Winds Mobile Home Park, this well-maintained home offers an incredibly affordable lifestyle with monthly fees of only $195. Enjoy the best of Sarasota living in this friendly 55+ community, just minutes from world-renowned Siesta Key Beach! This home has been lovingly maintained and is ready for immediate occupancy. The comfortable interior features an open living and dining area along with a nicely arranged kitchen. Even better, the outdoor living space is exceptional! A newer carport and screened lanai have been added (2 nice sized lanai's ... 1 on each side!) providing additional space to relax and enjoy the Florida lifestyle. This area also includes a convenient storage room for a washer and dryer. On the opposite side is an additional covered lanai, giving you even more space for outdoor living, entertaining, or simply enjoying our beautiful Florida weather. Important improvements include an air-conditioning system installed in 2020 and re-piping completed in 2022. A termite warranty/contract will also transfer to the new owner at closing. Tucked toward the back of the community on one of its quieter streets with minimal through traffic, this home offers a peaceful setting while keeping you remarkably close to everything in Sarasota. South Winds offers a beautiful, heated community pool, shuffleboard, horseshoes, pickleball, a putting green, library, recreation hall, social activities, friendly neighbors and superb on-site management! Hop on your bike or scooter and head towards Siesta Key, or take a quick drive and have your toes in the sand in approximately five minutes! Cultural downtown Sarasota is approximately 15 minutes away, offering outstanding restaurants, shopping, theaters, opera, galleries and entertainment. Affordable fees, a fantastic location and the Siesta Key lifestyle - this one is a gem! Furniture is negotiable. Being sold As-Is with Right to Inspect. Don't miss this rare opportunity to own in one of Sarasota's affordable 55+ co-op communities but don't wait ... this one won't last long. H-U-R-R-Y!

251 Southwinds Drive, Sarasota

5785 Summer Side Lane Unit 4A, Sarasota
$218,000
2 Beds ⋅ 2 Baths ⋅ Summerside SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to this beautifully updated 2 bedroom, 2 bathroom condo offering a refined blend of comfort, style, and effortless Florida living. Thoughtfully updated throughout, this light-filled residence features LVP flooring throughout the main living areas, inviting indoor and outdoor living spaces, a welcoming front porch, and a private rear porch, along with access to a beautifully maintained community pool. The updated kitchen combines modern style with warm, natural accents, featuring crisp white cabinetry, stainless steel appliances, and custom Acacia wood butcher-block countertops sealed with a water-based polyurethane finish. A sliding glass door off the kitchen opens directly to the private front porch. The spacious primary suite provides a peaceful retreat with a generously sized walk in closet featuring built-in shelving for exceptional storage and organization. The beautifully updated en-suite bathroom continues the home's custom finishes with an Acacia wood butcher-block vanity countertop, also sealed with a water-based polyurethane finish, complemented by a stylish vessel sink and matte-black faucet. A glass-enclosed walk-in shower finished with wood look tile completes this inviting, spa-inspired space. The second bedroom offers excellent flexibility for guests, a home office, or a hobby room and is conveniently served by a full guest bathroom featuring a tub and shower combination with tasteful tile accents. For added everyday convenience, the home includes a full size stacked washer and dryer along with additional shelving, making laundry and storage effortless. Outdoor living is just as inviting, with both a welcoming front porch and private rear porch providing comfortable spaces to enjoy morning coffee, outdoor dining, grilling, or relaxing in the Florida breeze. Residents also enjoy access to a sparkling community pool surrounded by lush landscaping, mature shade trees, and ample lounge seating, creating a peaceful retreat just steps from home. Ideally positioned near Siesta Key, this residence puts some of Sarasota's most desirable beaches, restaurants, shopping, and local attractions within easy reach. Whether you're looking for a full-time residence, seasonal retreat, or low maintenance investment, this beautifully updated condo offers the ideal blend of thoughtful upgrades, private outdoor living, community amenities, and an unbeatable Sarasota location.

5785 Summer Side Lane Unit 4A, Sarasota

2110 Sandrala Drive, Sarasota
$499,000
Orange Crest Park SubDv. ⋅ 34231 Zip Code
Rare opportunity to create a custom Sarasota lifestyle in Orange Crest Park, an established neighborhood attracting renewed interest and new development. Phillippi Shores Elementary is ~0.2 mile away, The Landings Shopping Center is ~2 minutes away and Siesta Key Beach is ~10–15 minutes away. Southside Village and downtown Sarasota are also within a convenient drive. This cleared 15,074-square-foot corner parcel measures ~104' × 145' and comprises 2 originally platted lots offered together as 1 tax parcel. Create 1 custom dream home with room for a pool and outdoor living, or explore the potential to develop the 2 lots separately, subject to Sarasota County review, approval and buyer due diligence. Each platted lot measures ~52' × 145'. Vacant parcels of this size are increasingly difficult to find in this central Sarasota location. 3 signed surveys and a prior conceptual 2-home site plan are available, giving builders and custom-home buyers a valuable starting point. The conceptual plan and variance-supporting materials do not establish final approval. Buyers should independently verify buildability, lot restoration, setbacks, utilities, access, drainage, impact fees, ADU eligibility and all permitting requirements.

2110 Sandrala Drive, Sarasota

1840 Glengary Street, 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

2327 Waterbluff Place Unit V315, Sarasota
$220,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Welcome to Strathmore Riverside Villas, an active 55+ community in Sarasota where maintenance-free living meets a true boater's amenity package just minutes from Siesta Key. This move-in ready villa offers a BRAND NEW HVAC system in September 2026 with two bedrooms, two bathrooms, a flex room that works beautifully as a den, study, or office, and an enclosed lanai Florida room, giving you an abundance of flexible living arrangements all on one level. The foyer opens to the main living areas, where luxury vinyl flooring, plantation shutters, and natural light set a clean coastal tone. The spacious and open living and dining space continues into the Florida room, overlooking the green space behind the home, an inviting spot for morning coffee, reading, or casual entertaining. The updated kitchen features recycled glass countertops, a glass mosaic tile backsplash, white cabinetry, stainless appliances, recessed lighting, and pantry storage. The primary suite includes a walk-in closet and an ensuite bath with a walk-in shower, and a guest bedroom and full bath sit at the front of the home. The covered carport delivers everyday convenience, with a dedicated laundry room featuring a utility sink and shelving that doubles as extra storage for beach gear, bikes, and tools. The community's waterfront setting is what sets it apart. A resident marina offers boat slips on a first-come basis for a nominal fee, with access out to the Intracoastal Waterway and the Gulf beyond, so you can keep your boat steps from home. The waterfront clubhouse anchors a full social calendar and includes a large gathering hall, fitness room, library, and a game room with billiards, shuffleboard, and ping pong, all beside a heated pool and sun deck overlooking the water, with outdoor shuffleboard courts nearby. Grounds maintenance is handled for you, leaving more time to enjoy it all. From here you are about four miles from the sands of Siesta Key Beach, minutes from the shops and restaurants of Gulf Gate, and a short drive to downtown Sarasota's dining, arts, and bayfront. Come experience the villa and the lifestyle that comes with it. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2327 Waterbluff Place Unit V315, Sarasota

2839 Olympic Street, Sarasota
$389,900
3 Beds ⋅ 2 Baths ⋅ Sarasota-Venice Co Sub SubDv. ⋅ 34231 Zip Code
Beautiful!! Completely rehabbed with nice finishes throughout,New Ac and much more , this move-in-ready home offers modern updates, quality craftsmanship, and a bright, welcoming interior. Ideally located near top Sarasota schools, shopping, and dining, and just minutes from Siesta Key Beach, this property delivers both comfort and convenience in one of Sarasota’s most desirable areas. The neighborhood features new construction homes selling at significantly higher prices, making this an exceptional value. Enjoy a spacious, fully fenced patio—including the front yard—for absolute privacy, with plenty of room for an RV, multiple vehicles, or a boat. Schedule your showing today and explore the possibilities for yourself.

2839 Olympic Street, Sarasota

1909 Buccaneer Drive, 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. 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

5887 Tidewood Avenue Unit 2, Sarasota
$219,900
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Light and Bright with 9' Ceilings located at the gateway to Siesta Key! 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

7616 Cove Terrace, Sarasota
$989,000
3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
Virtually Staged. 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

5823 Tidewood Avenue Unit 19, 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

1601 Pelican Point Drive Unit 215, Sarasota
$497,800
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to Pelican Cove, one of Sarasota's most sought-after waterfront communities west of the Trail! This bright and spacious end-unit condominium offers 2 bedrooms, 2 bathrooms, plus a den that was originally a third bedroom and can easily be converted back. Located on the second floor, the home is filled with natural sunlight from every angle, creating a warm and inviting atmosphere throughout. Centrally positioned within the community, you'll enjoy picturesque, storybook views of the Pelican Cove yacht basin from your private lanai. The tropical setting provides both beauty and privacy, making it the perfect place to relax and unwind. The open floor plan features numerous upgrades and is being offered furnished, making it truly move-in ready. Easy to show and even easier to fall in love with! Nestled within more than 75 acres of lush, gated waterfront grounds, Pelican Cove offers an unmatched resort-style lifestyle. Amenities include an 86-slip marina with affordable boat dockage, kayak and canoe launch facilities, six heated swimming pools, a spa, three clubhouses, tennis and pickleball courts, basketball courts, walking trails, boardwalks, fishing gazebos, fitness facilities, water exercise programs, dog-walking areas, and much more. Creative and social opportunities abound with two art studios, a pottery workshop, Pelican Cove University classes, and more than 37 clubs covering interests such as photography, fiber arts, cycling, culinary arts, woodworking, sculpting, cards, and music. Evening jazz and classical concerts complete the vibrant community experience. Experience the perfect combination of natural beauty, waterfront living, and an active Sarasota lifestyle. Schedule your private showing today

1601 Pelican Point Drive Unit 215, Sarasota

3457 Clark Road Unit 255, Sarasota
$144,900
2 Beds ⋅ 2 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to this beautifully updated 2-bedroom, 2-bath condo in Sienna Park, ideally located in the heart of Sarasota! This move-in-ready unit features an updated kitchen with granite countertops, updated bathrooms, attractive vinyl flooring, and a bright, comfortable living space. Step outside and enjoy the beautiful green views from your private balcony—the perfect spot for your morning coffee or relaxing at the end of the day. Sienna Park offers great community amenities, including a heated swimming pool, fitness center, clubhouse, tennis courts, and recreational areas. The central location puts you close to shopping, restaurants, grocery stores, entertainment, and everyday conveniences, with world-famous Siesta Key Beach just a short drive away. Whether you're looking for a full-time residence, seasonal Florida getaway, or investment opportunity, this updated condo combines comfort, convenience, and the Sarasota lifestyle in one great location. Come see it today!

3457 Clark Road Unit 255, Sarasota

Tidewood Avenue, Sarasota
$3,300,000
Baywood Colony Westport SubDv. ⋅ 34231 Zip Code
Rare opportunity to create a custom waterfront residence on approximately 0.95 acres in Sarasota. Located on Tidewood Avenue, this spacious corner lot homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 14 also available. Lots can be combined MLS#a4702292)

Tidewood Avenue, Sarasota

2741 Parma Street, Sarasota
$1,200,000
5 Beds ⋅ 5 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code
**Rare Sarasota 4-Plex – No Flooding, Prime Location & Exceptional Investment Opportunity!** Seller Financing terms are available! Don't miss this rare opportunity to acquire a well-located **4-unit multifamily property** in one of Sarasota's most desirable rental markets. A standout feature of this property is that **it has experienced no flooding**, providing added confidence for investors focused on long-term ownership. Ideally located just minutes from Siesta Key Beach, Gulf Gate, Downtown Sarasota, shopping, dining, hospitals, and major employers, this asset offers immediate rental income with excellent potential for future appreciation and rental growth. Whether you're adding to your portfolio, completing a 1031 exchange, or seeking a high-demand multifamily asset, this property offers the location and stability investors are looking for. With limited multifamily inventory available in Sarasota, opportunities like this are becoming increasingly scarce. **Schedule your private showing today—properties with this combination of location, income potential, and no flooding don't stay on the market for long.**

2741 Parma Street, Sarasota

3413 Clark Road Unit 114, Sarasota
$159,000
1 Beds ⋅ 1 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Great investment opportunity! 1 bedroom, 1 bath first floor condo located just 4 miles from world-renowned Siesta Key beach. Offered turnkey furnished if buyer wants. 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 collection 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

Tidewood Avenue, Sarasota
$2,550,000
Baywood Colony Westport SubDv. ⋅ 34231 Zip Code
Rare opportunity to create a custom waterfront residence on approximately 0.70 acres in Sarasota. Located on Tidewood Avenue, this spacious homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 15 Available. Lots Can Be Combined MLS#A4702296)

Tidewood Avenue, Sarasota

1516 Ridgewood Lane, Sarasota
$5,650,000
4 Beds ⋅ 5 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront estate where timeless architecture, extraordinary craftsmanship, and Sarasota's coveted boating lifestyle converge into one remarkable residence. Completely reimagined with virtually every surface, system, and space thoughtfully transformed, this exceptional home was designed to live as beautifully as it looks. Sunlight pours through expansive impact glass, illuminating sophisticated interiors where clean architectural lines, custom finishes, and seamless indoor-outdoor living create an atmosphere of effortless elegance. Every detail reflects a commitment to quality rarely found in today's market. Anchoring the home is a spectacular chef's kitchen designed for both culinary excellence and unforgettable entertaining. An extraordinary suite of Wolf and Sub-Zero appliances—including an eight-burner gas range with griddle, built-in coffee system, Cove dishwasher, designer refrigeration, oversized pantry, and a dramatic entertaining bar—is complemented by custom cabinetry, multiple beverage centers, ice makers, and a stunning temperature-controlled glass wine room worthy of the finest private collections. The primary suite offers a tranquil retreat inspired by the world's finest luxury resorts, while beautifully redesigned guest suites provide exceptional comfort and privacy. Throughout the residence, Turkish shell stone flooring, TruStile doors, EMTEK hardware, floating custom cabinetry, Level 5 wall finishes, and designer appointments create an understated elegance that feels both warm and sophisticated. Behind the walls lies a level of engineering that is seldom seen. A state-of-the-art Josh AI automation system seamlessly integrates lighting, climate, security, audio, and mechanical systems into one intuitive platform, placing the entire home at your fingertips. Whole-home True Audio speakers, buried fiber connectivity, dedicated IT infrastructure, multiple wireless access points, and integrated security provide technology equal to the home's extraordinary design. Constructed with longevity in mind, the residence showcases impact-rated windows and doors, concrete block construction, spray foam insulation, a standing seam metal roof, elevated mechanical systems, new electrical service, new plumbing, new water and sewer infrastructure, WiFi-enabled tankless water heaters, and countless improvements that reflect an unwavering commitment to enduring quality. Outside, the boundaries between home and resort disappear. A completely reimagined pool, expansive terraces, architectural ceilings, lush tropical landscaping, dramatic landscape lighting, and a fully appointed Wolf outdoor kitchen create an extraordinary backdrop for entertaining beneath Sarasota's spectacular sunsets. For boating enthusiasts, the experience is simply unmatched. With newly dredged water access, newer dock, and no bridges to Sarasota Bay, spontaneous afternoons on the water and unforgettable Gulf sunsets become part of everyday life. More than a luxury residence, 1516 Ridgewood is a home that inspires. It is the rare combination of visionary design, uncompromising construction, intelligent technology, and an incomparable waterfront setting—created for those who believe true luxury is measured not only by beauty, but by the extraordinary way a home makes you feel.

1516 Ridgewood Lane, Sarasota

5468 Riverbluff Circle Unit V-40, 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

1901 Upper Cove Terrace, Sarasota
$1,349,000
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

5652 Ashton Lake Drive Unit 5652, 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

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