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$445,000
3 Beds 2 Baths A4703253 MLS
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, South Sarasota

$11,375,000
4 Beds 8 Baths A4703378 MLS
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, South Sarasota

$330,000
3 Beds 2 Baths A4703229 MLS
Welcome to 2702 Grand Cayman Street, a charming and well-maintained starter home ideally located in Sarasota between the convenience of downtown and the beaches of Siesta Key. This move-in ready 3-bedroom, 2-bathroom residence offers a comfortable layout with generous bedroom sizes, custom blinds, and plenty of closet space. The kitchen features granite countertops, stainless steel appliances, and a unique built-in coffee system. What truly sets this home apart is the significant investment made in its core structural components, offering a buyer true long-term security. A brand-new roof was installed just weeks ago, providing an immediate advantage when securing home insurance alongside total peace of mind. The home is also equipped with a fully programmed alarm system covering all doors and windows. Situated in a great school district close to Phillippi Shores Elementary and Riverview High, this property is equally suited as a welcoming primary residence or a investment opportunity.

2702 Grand Cayman Street, South Sarasota

$394,900
2 Beds 2 Baths A4701100 MLS
Don't miss the opportunity to see this fantastic, centrally located 2/2/1 residential home in the much sought after Gulf Gate neighborhood. The property consists of a lush, large corner lot with a side fenced area and an irrigation system. Located just minutes from World Famous Siesta Key Beach and the Gulf Gate shopping district. This Ruth Richmond designed split plan home was remodeled in the 90's and has a cool, retro vibe. Beautiful Terrazzo floors thru-out the main living areas and carpet in the bedrooms. Spacious main bedroom has a walk-in closet and a large bay window. The main, attached bath has his & her sinks and a walk-in shower. The light & bright central kitchen has a breakfast bar, Corian countertops & plenty of cabinet space. Gulf Gate is a deed restricted neighborhood just down the street from the new Sarasota Square project. New flat roof installed last year. This represents the lowest priced single family home in the neighborhood . Become part of a friendly, family-focused community in one of Sarasota’s most desirable areas. Location truly matters—and Gulf Gate delivers! Tenant occupied until March 31, 2027.

3190 Regatta Circle, South Sarasota

$137,900
2 Beds 1 Baths A4703297 MLS
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, South Sarasota

$225,000
2 Beds 2 Baths A4702878 MLS 5785 BLDG.
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, South Sarasota

$275,000
2 Beds 2 Baths A4702996 MLS
BUYER INCENTIVE – RECEIVE A 1% LENDER CREDIT WITH PREFERRED LENDER! BRAND NEW ROOF WITH TRANSFERABLE WARRANTY + BRAND NEW A/C! Welcome home to this well-maintained villa located in a 55+ Sarasota community with plenty of amenities to enjoy. Inside, you'll find a bright and comfortable layout with 2 bedrooms, 2 bathrooms, spacious living and dining areas, and a functional kitchen with plenty of cabinet and counter space. The big-ticket items have already been taken care of with a brand new roof, transferable roof warranty, and brand new A/C, giving the next owner added peace of mind. Enjoy an active Florida lifestyle with community amenities including a heated pool, fitness center, shuffleboard, clubhouse, library, billiards, gathering spaces, and an on-site marina with boat docks. Conveniently located near shopping, dining, beaches, and everything Sarasota has to offer. Come see why this home and community are such a great place to call home!

2407 Riverbluff Parkway Unit V-226, South Sarasota

$180,000
2 Beds 2 Baths A4702960 MLS 3427 BLDG.
Tour 1 Come see this very modern, 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. This ground floor unit has a very favorable front door, designated parking space. Also, a private fenced in back yard is included!! 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. This unit has maintained great rental history for the investor.

3427 Clark Rd Unit 127, South Sarasota

$225,000
2 Beds 2 Baths A4702358 MLS V-315 BLDG.
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 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, South Sarasota

$350,000
2 Beds 2 Baths A4700673 MLS
Virtually Staged. West of Trail and just one mile from Siesta Key, this home is nestled in the coveted Pirates Cove community, offering the coastal lifestyle so many dream of. Just steps from the community's private deeded boat ramp, you can launch your kayak or small boat and explore Little Sarasota Bay, the Intracoastal Waterway, and the warm turquoise waters of the Gulf. Whether you envision thoughtfully renovating the existing home and reimagining the spaces or creating your own custom home, this property offers endless possibilities. With an unbeatable location and an exceptional community, this is your chance to bring your vision to life and create the coastal home you have always imagined. With solid block construction, not in a flood zone, and no HOA restrictions, this is a rare opportunity to enjoy the freedom of coastal living. Pirates Cove is a charming community where boating, beaches, and a relaxed lifestyle come together. Its prime location also offers excellent potential for income-producing opportunities, making it appealing as both a personal coastal retreat and an investment.

1909 Buccaneer Drive, South Sarasota

$229,900
2 Beds 2 Baths A4702736 MLS
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, South Sarasota

$629,500
2 Beds 2 Baths TB8537962 MLS
Welcome to this beautifully maintained, move-in-ready 2-bedroom, 2-bathroom Sarasota pool home, offering the perfect combination of comfort, flexibility, location, and the quintessential Florida lifestyle. A versatile bonus/flex room provides additional living space and can easily be used as a home office, den, media room, studio, or potential third bedroom, depending on your needs. Step outside and enjoy your private screened-in swimming pool, surrounded by beautifully maintained outdoor spaces and lush landscaping. Whether you’re relaxing by the pool, entertaining guests, enjoying your morning coffee, or simply taking advantage of Florida’s year-round outdoor lifestyle, this home provides the perfect setting. The home has been thoughtfully maintained and updated, including: Kitchen pantry remodel 2024, Closet organizers in both bedrooms – 2022, Kitchen appliances 2022, A/C compressor coil replaced 2024, Complete A/C system replaced 2017, Water heater 2026, Garage epoxy flooring and built-in cabinet – 2018.Prime Sarasota Location!!Enjoy the convenience of a central Sarasota location with easy access to beaches, shopping, dining, entertainment, medical facilities, and more. The home is approximately: 5.5 miles to Turtle Beach, 4 miles to Siesta Key Beach, 12 miles to UTC Mall. This desirable location allows you to enjoy the best of Sarasota from beautiful Gulf Coast beaches and outdoor activities to shopping, restaurants, and entertainment all within easy reach. Lower Cost of Ownership. The property also offers the significant benefit of NO CDD fees and a low HOA, helping keep ownership costs lower while allowing you to enjoy everything Sarasota. Whether you’re searching for a full-time residence, Florida vacation or seasonal home, retirement retreat, or investment property, this home offers exceptional versatility and an appealing lifestyle combination of a private pool, flexible living space, thoughtful updates, beautiful outdoor areas, and a convenient Sarasota location. Don’t miss your opportunity to own a well-maintained pool home in one of Sarasota’s desirable areas. Schedule your private showing today!

2557 Marblehead Drive, South Sarasota

$375,000
2 Beds 2 Baths A4697397 MLS Strathmore Section 3/V-323 BLDG.
Virtually Staged. Attention Boaters and Beach Lovers!!! Affordable and beautifully renovated waterfront villa with community marina is just 12 minutes from Siesta Key Beach! This 2-bedroom, 2-bath villa offers stunning wide-water views, lush mature landscaping, and spectacular sunsets from the private outdoor patio and glass-enclosed lanai. Protective hurricane doors on the lanai bring peace of mind. The chef's kitchen features a large island, Craftsman-style cabinetry, gorgeous granite countertops, and designer lighting. The spacious primary suite includes a walk-in closet with built-in shelving and an en-suite bath with a luxurious tiled shower. The lovely guest bath includes tub/shower. Lovely new LVP flooring throughout. Enjoy maintenance-free living with exceptional community amenities, including a community marina with boat slips available (first-come-first serve basis), pool, clubhouse, fitness center, sauna, library, shuffleboard, and an active social calendar. The community marina comes equipped with docks offering water and electricity. Just minutes from world-renowned Siesta Key Beach, make this beautiful waterfront retreat yours today!

2126 Riverbluff Parkway Unit V323, South Sarasota

$475,000
3 Beds 2 Baths A4702525 MLS
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, South Sarasota

$365,000
3 Beds 3 Baths A4702457 MLS
Affordable Home in the Riverview School District! This lovingly maintained home offers a fantastic opportunity for first-time buyers, investors, or those looking to downsize. Featuring 2 bedrooms, 2 full bathrooms, plus an attached mother-in-law suite/bonus room, there is plenty of flexibility to suit your needs. Enjoy relaxing or entertaining in the screened-in lanai, overlooking a large, fully fenced backyard with plenty of room for pets, play, gardening, or outdoor activities. The backyard also features an RV hookup, adding convenience for RV owners or guests. Located on a quiet dead-end street, this home offers a peaceful setting while remaining conveniently close to shopping, groceries, dining, schools, and everyday amenities. And for beach lovers, you're just 3 miles from the beach! Affordable and ideally located! Schedule your private showing today!

2828 Nassau Street, South Sarasota

$289,900
2 Beds 2 Baths A4702263 MLS
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, South Sarasota

$175,000
2 Beds 2 Baths A4701296 MLS 3457 BLDG.
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, South Sarasota

$3,300,000
A4702296 MLS
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, South Sarasota

$1,200,000
5 Beds 5 Baths A4702315 MLS
**Rare Sarasota 4-Plex – No Flooding, Prime Location & Exceptional Investment Opportunity!** 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, South Sarasota

$159,000
1 Beds 1 Baths A4702273 MLS 3413 BLDG.
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, South Sarasota

$2,550,000
A4702292 MLS
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, South Sarasota

$6,000,000
4 Beds 5 Baths A4701487 MLS
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, South Sarasota

$419,000
2 Beds 2 Baths A4701787 MLS V-40 BLDG.
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.

5468 Riverbluff Circle Unit V-40, South Sarasota

$260,000
2 Beds 1 Baths TB8536027 MLS
**The seller will replace the roof with a new roof before closing with a competitive price** 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, South Sarasota

$325,000
2 Beds 2 Baths A4701865 MLS 12 BLDG.
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, South Sarasota

$424,900
2 Beds 2 Baths A4701953 MLS
Welcome to this beautifully renovated 2-bedroom + office, 2-bath 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.

6103 Carlton Avenue, South Sarasota