Location: Sarasota
Do Not Show Listings
4138 CENTRAL SARASOTA PKWY #1534, SARASOTA, FL 34238
$184,90032 Days on yellowkey MLS ID: A4691918
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 661 Built: 1998 Tax: $1,895 (2025)Community: Bella Villino IvCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,895
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Welcome to this beautifully updated top-floor condo in the desirable community of Bella Villino, offering a rare blend of luxury finishes, soaring ceilings, and breathtaking skyline and lake views. Fully remodeled throughout, this 1-bed, 1-bath residence features a bright open layout, quartz countertops, a modern kitchen, and high-end touches that elevate every inch of the space. With a brand-new roof, fresh contemporary design, and a peaceful top-floor setting, this home delivers both style and peace of mind. Enjoy morning coffee or evening sunsets overlooking the water—your private perch feels like a retreat above it all. Perfectly positioned near Sarasota’s up-and-coming shopping, restaurants, and nightlife, the location offers unbeatable convenience while still being tucked away from the hustle, giving you the best of both worlds. And for beach lovers, you’re just a short drive from multiple world-renowned Gulf beaches, making it easy to enjoy the coastal lifestyle whenever you choose. Whether you’re seeking a full-time residence or a refined seasonal escape, this beautifully redone condo captures the essence of modern, effortless living.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
12272 MARSH POINTE RD, SARASOTA, FL 34238
$495,900247 Days on yellowkey MLS ID: A4666472
REDUCED by $23,100 (4.5%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 2018Monthly Fee: $408 Tax: $5,287 (2024)Community: Hammock Preserve Ph 1AVilla
Taxes:$5,287
Tax Year: 2024
Middle School: Laurel Nokomis Middle
Remarks: Get ready to be WOWED!! Beautiful Villa in Hammock Preserve on Palmer Ranch, where resort-style living meets the ease of maintenance-free ownership. This stunning 2-bedroom, 2-bath villa with a den shows like a model and is situated on one of the premier homesites in the community. Note the sellers selected the den option but it is set up to be a 3 bedroom with a closet bump out if you need that 3rd bedroom. Once inside you will find large neutral tile flooring throughout, a gourmet kitchen with stainless steel appliances including a natural gas range, granite countertops, custom closets, elegant window treatments, and stylish furnishings that enhance the home’s sophisticated feel. The split-bedroom floor plan provides comfort and privacy for owners and guests alike. The highlight of this villa is the expansive 27’ x 28’ extended lanai with a picture window screen enclosure, perfectly framing breathtaking double-lake views—an ideal setting for relaxing, watching wildlife or entertaining. Built with peace of mind in mind, this home also includes hurricane shutters and solid concrete block construction. Hammock Preserve offers a truly amenity-rich lifestyle. Enjoy the state-of-the-art clubhouse, resort-style pool, fitness center, Har Tru tennis courts, pickleball, bocce ball, fire pit, and a dog park, all within a secure gated community. Perfectly located close to Sarasota’s world-famous beaches, A+ dining, and shopping, this lightly lived-in villa offers the best of Florida living.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,200,000293 Days on yellowkey MLS ID: A4661864
REDUCED by $190,000 (13.7%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 1982 Tax: $3,622 (2024)Community: Roberts PointSpa: YesSingle Family
Taxes:$3,622
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Seller is motivated! Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the tranquil bayou. The property has water access to the bay and beyond. The main living area on the second floor features an open, airy layout with vaulted ceilings, while the ground level includes a two-car garage, private 1-bedroom/1-bath suite, bonus room, and screened lanai—perfect for guests or extended family. Recent upgrades provide peace of mind, including a new roof (August 2023), hurricane shutters, and completed storm remediation. Surrounded by lush Florida landscaping, you’ll enjoy the serenity of the water while being just minutes from Siesta Beach, shopping, and dining. Don’t miss this exceptional location—whether you envision updating, expanding, or starting fresh, this is your opportunity to own a slice of paradise on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelley Callaway (941-928-0642)
854 NORSOTA WAY, SARASOTA, FL 34242
$1,399,000251 Days on yellowkey MLS ID: A4665123
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 1979 Tax: $10,506 (2024)Community: Bay IslandSpa: YesSingle Family
Taxes:$10,506
Remarks: Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value opportunity. This solidly built block construction home offers peace of mind and durability without sacrificing old school Florida charm. The main living level is elevated on the second story and features a spacious open floor plan designed for ease and relaxation, including partial water views of Sarasota Bay from the upstairs bedrooms and a wrap-around deck, perfect for enjoying your morning coffee. This home includes approximately 1,527 additional square feet on the first floor, which is not included in the main living space square footage. From here, step outside through the sliding doors to discover a recently resurfaced pool and spa with brand new pool and pump equipment (2025), set in a captivating garden oasis. This gem is adorned with numerous updates, including a new hot water heater (2024), upstairs and downstairs HVAC systems (2024), a new furnace (2024), a new refrigerator (2024), a new washer and dryer (2024) and fresh landscaping. Just steps away, you'll find a gorgeous park with unobstructed views of passing sailboats, friendly dolphins, breathtaking sunsets, the Ringling Bridge and Sarasota skyline. Shell Beach is only a short stroll away or hop on your bike or golf cart and ride to Siesta Beach, Siesta Village, Southside Village, or to the Field Club for family-friendly entertainment. Sarasota Memorial Hospital, Out of Door Academy, Southside Elementary School are also less than two miles away. Don’t miss your chance to own a piece of paradise in this exclusive enclave! Schedule your private tour today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Wendy Egan (941-444-0446)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$369,900129 Days on yellowkey MLS ID: N6142540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location. Seller will Credit Buyers $25,000 for New Roof / AC
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
4510 MURCIA BLVD #16, SARASOTA, FL 34238
$554,000132 Days on yellowkey MLS ID: TB8466603
REDUCED by $1,000 (0.2%) on 05/26/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2816 Built: 2005Monthly Fee: $250 Tax: $7,222 (2025)Community: Valencia At PrestanciaSpa: YesSingle Family
Taxes:$7,222
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Elegant 5-bedroom, 3-bath residence offering 2,816 sq ft of refined living space with a 3-car garage, built in 2005. This beautifully appointed home features soaring ceilings and an open, light-filled floor plan designed for both comfort and style. Fresh interior paint enhances the home’s clean, modern feel, while the kitchen is upgraded with a new refrigerator and dishwasher. Enjoy elevated indoor–outdoor living with a stunning two-story screened patio and private inground spa—perfect for entertaining or peaceful relaxation. The primary suite is a true retreat, featuring a spa-inspired bath with dual vanities, an oversized walk-in shower, and a luxurious soaking tub. Located within a prestigious golf course community, this home also offers the convenience of an HOA that covers roof and exterior maintenance, providing low-maintenance, worry-free living. Ideally situated close to shopping, dining, and major conveniences.
Listing is courtesy of: SPIN REAL ESTATE LLC (813-675-0916)
Listing Agent: Lee Kearney (813-212-8335)
1702 GLENHOUSE DR #410, SARASOTA, FL 34231
$285,00011 Days on yellowkey MLS ID: A4694062
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1576 Built: 1979Monthly Fee: $897 Tax: $617 (2025)Community: Pelican Cove XivSpa: YesCondo
Taxes:$617
Elementary School: None
High School: None
Middle School: None
Remarks: Take pleasure in owning your own piece of paradise at Pelican Cove, a gated, waterfront community located in South Sarasota, West of Tamiami Trail. This 3 bed/2 bath condo is spacious and close to harbor/pool/tennis courts and surrounded by gorgeous preserve views. A canopy tree community on Sarasota Bay, Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
1709 N TAMIAMI TRL #215, SARASOTA, FL 34234
$419,000535 Days on yellowkey MLS ID: A4632292
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 855 Built: 2022 Tax: $4,654 (2023)Community: The Strand Of SarasotaCondo
Taxes:$4,654
Elementary School: Gocio Elementary
Tax Year: 2023
Remarks: Step into this breathtaking, turnkey furnished one-bedroom plus den condo at The Strand, where modern elegance meets the serenity of waterfront views. Built in 2022, this stunning residence is your gateway to the best of Sarasota, whether you're seeking a full-time home, a vacation retreat, or an exceptional investment opportunity. Perched less than a mile from downtown Sarasota, this condo offers unparalleled views of Sarasota Bay, perfect for enjoying dazzling sunsets and sparkling city lights. Inside, over $20,000 in designer furnishings blend sophistication with comfort. The open floor plan features luxury vinyl flooring, quartz countertops, sleek modern cabinetry, and stainless-steel appliances, creating an inviting space that radiates style and functionality. The Strand is more than a home—it's a lifestyle. This upscale waterfront community boasts world-class amenities, including: A resort-style heated pool and spa, A fully equipped fitness center, A dog park for your furry friends, A floating kayak dock, opening access to explore the serene bay and Gulf of Mexico, Conveniences like EV charging stations, a fire pit, and gas grills. This unit comes with an assigned covered parking space, ample guest parking, and a private storage closet, perfect for stowing beach and recreational gear. Weekly rentals are allowed, making it a fantastic investment opportunity for those seeking short-term rental income. Location is everything, and The Strand delivers! You’ll be just a short walk or bike ride to downtown Sarasota’s vibrant offerings, including: The Bay Front Park, Sarasota’s famed restaurants, museums, and theaters, The lively Saturday farmers market and countless festivals. Within minutes, you’ll find the world-class shopping and dining of St. Armands Circle and the pristine sands of Lido Beach. A short drive takes you to the award-winning Siesta Key Beach, renowned for its powdery white sand. Don’t miss out! Whether you’re soaking in Sarasota’s arts scene, indulging in outdoor adventures, or simply enjoying the Bayfront views from your private balcony, this property truly has it all. Schedule your private tour today and make this exceptional condo your new home or investment. Call today for more details and to schedule your private tour. Seller offering to finance.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
3987 MACEACHEN BLVD #133, SARASOTA, FL 34233
$154,90062 Days on yellowkey MLS ID: A4688227
REDUCED by $15,000 (8.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1978 Tax: $1,907 (2025)Community: Tregate EastCondo
Taxes:$1,907
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 3987 Maceachen Blvd, Unit 133, an updated condo located in a desirable 55+ community in Sarasota. This 2-bedroom, 2-bathroom residence offers 978 square feet of living space with bamboo hardwood flooring throughout. The primary suite features a walk-in closet and an updated en-suite bathroom with a quartz vanity and tile walk-in shower. The guest bathroom has also been remodeled and includes a quartz vanity. The kitchen has been updated with quartz countertops, new cabinetry, a built-in sink with neck faucet, and canned recessed lighting. Enjoy the private terrace overlooking the community pool and park. The building includes elevator access for added convenience. The property is conveniently located near Publix, is approximately 6 miles to Siesta Key Beach, and 5 miles to downtown Sarasota, providing easy access to shopping, dining, and entertainment. This move-in-ready condo is suitable for full-time or seasonal living within a well-located Sarasota community.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$729,000225 Days on yellowkey MLS ID: A4669008
REDUCED by $20,000 (2.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$5,944
Remarks: Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
6426 COLONIAL DR, SARASOTA, FL 34231
$510,00091 Days on yellowkey MLS ID: A4681958
REDUCED by $30,000 (5.6%) on 05/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1760 Built: 1961Monthly Fee: $6 Tax: $4,668 (2025)Community: Gulf GateSingle Family
Taxes:$4,668
Remarks: ***PRICE REDUCTION***Welcome to this inviting residence located on a quiet street in the highly desirable Gulf Gate area of Sarasota. This well-situated home offers a comfortable blend of indoor and outdoor living with convenient access to shopping, dining, beaches, major roadways, and public transportation. With the first beach access to the sugar-white sand of Siesta Key being just 1.7 miles away. It is walking distance to several dining establishments and specialty shops unique to Gulf Gate. The interior features a functional floor plan filled with natural light, ideal for both everyday living and entertaining. The newly renovated kitchen serves as a central gathering space with updated finishes and a fresh, modern feel while flowing effortlessly into the living and dining areas. Bedrooms are well-proportioned and adaptable to a variety of lifestyle needs, featuring a mother-in-law suite with private bathroom and a separate entrance. Large fenced in backyard providing privacy, with outdoor space that offers flexibility to relax, entertain, or personalize, there is plenty of room for a pool, tiki hut and volleyball court the possibilities are endless. Whether used as a primary residence, second home, or investment opportunity, this home presents an excellent opportunity to enjoy Sarasota living.
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
3006 HAWTHORNE ST, SARASOTA, FL 34239
$399,90010 Days on yellowkey MLS ID: A4694520
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 1835 Built: 2006 Tax: $6,640 (2025)Community: Cottage In The PinesSingle Family
Taxes:$6,640
Remarks: This property is eligible under the Freddie Mac First Look Initiative through 06/20/2026. Need room for all your cars, boats, jet skis, and or maybe a workshop? This home features a 1800 sq ft+ garage (entire first floor). The home is ready for your remodeling ideas! The property is full of potential. You will immediately see the layout’s incredible versatility. The main living area upstairs serves as the heart of the home, featuring a bright kitchen and a spacious living room. Step outside the sliding glass doors onto the second-floor lanai, a great space to enjoy the Florida breeze and overlook your surroundings. The property is located just outside the City of Sarasota (in the county), there are no HOA fees or deed restrictions.
Listing Agent: Brett Keyser, Jr (941-957-8425)
130 N ADAMS DR, SARASOTA, FL 34236
$1,500,000368 Days on yellowkey MLS ID: A4654087
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1957Monthly Fee: $4 Tax: $10,652 (2024)Community: Saint Armands DivSingle Family
Taxes:$10,652
Remarks: One or more photo(s) has been virtually staged. Charming Mid-Century Ranch on Saint Armands | Oversized Lot. Welcome to your slice of paradise on the coveted Saint Armands in Sarasota, Florida. This sturdy mid-century ranch home offers the perfect blend of timeless character and modern comfort. Situated on an oversized lot, this 3-bedroom, 2-bathroom residence provides ample space for relaxation, entertaining, or future expansion. Step inside to discover a natural light-filled floor plan with classic mid-century details and an inviting atmosphere. The generous living area with vaulted ceilings flows seamlessly, creating a warm, welcoming environment ideal for both everyday living and entertaining guests. Enjoy peace of mind with major updates already in place, including a newer roof (2021) and HVAC system (2023)—ensuring comfort and efficiency for years to come. Outside, the expansive yard offers endless possibilities—from 2 existing outdoor hot water showers to lush landscaping and outdoor dining spaces to room for a pool or garden oasis. Just a short stroll to the boutiques and dining of Saint Armands Circle and minutes to the pristine shores of Lido Beach, this home is perfectly positioned to enjoy the best of coastal Sarasota living. Don’t miss this rare opportunity to own a classic gem in one of Sarasota’s most desirable neighborhoods. Private showings available.
8915 VAMO RD, SARASOTA, FL 34231
$449,000284 Days on yellowkey MLS ID: A4662681
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 870 Built: 2017 Tax: $4,268 (2024)Community: Mead Helen DSpa: NoSingle Family
Taxes:$4,268
Remarks: Discover a rare opportunity in the historic Vamo community, one of Sarasota's hidden gems known for its Old Florida charm, quiet tree-lined streets, and direct access to the waters of Little Sarasota, Midnight Pass, and Siesta Key. Situated on an expansive 25,054 sq.lot (over half an acre!), this property offers incredible potential. With plenty of space to build an additional home, add a guest cottage, or design a multi-use retreat thanks to being zoned RSF3. The home was built in 2017 and features hurricane impact windows, granite countertops, 42" Solid Wood cabinets in the kitchen, newer appliances, and cathedral ceilings. Currently a 1 bd/1ba. in an 860 sq.ft. floorpan, but 1,680 sq.ft. under roof that seller designed for easy conversion into a 3 bd/2ba. Seller was a classic car enthusiast and this current configuration was conducive to his lifestyle, but home can be easily reconfigured or use the over-sized lot to build your dream home!! Another added bonus to this fantastic location is its proximity to the Sarasota Square Mall Re- Development, and the new Trader Joes moving into the former Staples. Costco, The Legacy Trail, Siesta Key Beach, and Downtown Sarasota are also just a short distance away. Vacant or lots are rare in this area, especially since this one is NOT IN A FLOOD ZONE, they do sell at a premium!! Make an offer today, and start building on that Suncoast Dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
5800 TIDEWOOD AVE, SARASOTA, FL 34231
$3,149,000256 Days on yellowkey MLS ID: A4664806
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5167 Built: 2000 Tax: $25,244 (2024)Community: Baywood Colony Westport Sec 2Spa: YesSingle Family
Taxes:$25,244
Remarks: Welcome to ‘The Retreat at Tidewood’, a boater’s paradise nestled in one of Sarasota’s most desirable and secluded waterfront communities. Imagine living just minutes from downtown, fine dining, and shopping, all without the hassle of an HOA. This home offers the perfect blend of convenience and tranquility for those who love life on the water. Elevated 12 feet, this residence ensures peace of mind protection from flooding. Step inside to discover an updated gourmet kitchen with custom cabinetry and premium finishes, a spacious living and dining room, and a luxurious master suite with Venetian Plastering and his-and-hers closets. Every room on the ground floor opens directly to the pool, creating a seamless indoor-outdoor flow to over 2,500 sq. ft. of screened outdoor living — perfect for entertaining or relaxing in total privacy. For the avid boater, the property features a concrete seawall for easy canoe or kayak launching, making it effortless to explore the serene Intercoastal Waterway. Additionally, a boat yard just a short distance away accommodates larger watercraft and offers concierge services, ensuring your boating adventures are always within reach. Upstairs, a private “in-law suite” is accessible by elevator or stairs and includes three flexible rooms, full bath with tub/shower combo, kitchenette, a large walk-in closet, room to add an additional bathroom, and a screened porch overlooking the tranquil waterway, Siesta Key, and timeless sunsets. Surrounded by protected mangroves, the views are as peaceful as they are timeless. Designed for multi-generational living or hosting guests with ease, this home blends thoughtful functionality with waterfront luxury. Its location combines seclusion and convenience — tucked away in a peaceful community, yet close to everything Sarasota has to offer. The adjacent lot could also be purchased for additional acreage, offering even more space and potential. The ‘Retreat at Tidewood’ offers a once-in-a-lifetime opportunity to own a piece of paradise. This unique experience awaits you with the perfect blend of comfort, privacy, coastal beauty, and a lifestyle tailored for those who cherish the water.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Nancy Grenier (941-364-4000)
5361 SAN JUAN DR, SARASOTA, FL 34235
$399,00058 Days on yellowkey MLS ID: N6143756
REDUCED by $11,000 (2.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1972 Tax: $1,722 (2025)Community: De Soto LakesSingle Family
Taxes:$1,722
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER!!!!!!!!!! Welcome to Desoto Lakes Community, This two-bedroom, two-bath home, just under 2,000 square feet, has been lovingly brought back to life with a modern, move-in ready feel and stunning lake views of Crown Lake from a beautiful oversized lot in the heart of Sarasota. It features a renovated interior highlighted by a kitchen with NEW KITCHEN appliances, sleek countertops, and NEW cabinets, plus an open-concept layout that shines throughout the home with natural light and creates ideal entertaining spaces. The previously renovated screened-in porch has been thoughtfully converted into additional interior living space, providing flexible layout options that are bright, fresh, and inviting. For safety and efficiency, BRAND- NEW HURRICANE IMPACT WINDOWS have been installed throughout the home in 2025. The property also offers a tinkerer’s dream: an oversized garage/workshop with epoxy flooring and an air compressor, ideal for projects, hobbies, or storage. Outdoors, the lake views and manicured surroundings deliver a serene, resort-like ambiance, while the NO DEED RESTRICTIONS AND NO HOA give you the freedom to personalize. Location couldn’t be more prime—close to downtown Sarasota, beaches, University Town Center, Lakewood Ranch, a wide variety of dining and shopping, and just a short drive to Sarasota Bradenton International Airport. NO FLOOD INSURANCE REQUIRED, NOT IN A FLOOD ZONE. SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
4734 DELMONTE AVE, SARASOTA, FL 34235
$429,00053 Days on yellowkey MLS ID: A4688486
1 Days Off yellowkey (back on 5/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1973 Tax: $5,839 (2025)Community: De Soto LakesSingle Family
Taxes:$5,839
Remarks: Under contract-accepting backup offers. **In an effort to ensure a fair and orderly review process, all offers must be presented in the form of a written contract for submission to the Estate. Please note that any offers submitted via email or verbal communication will not be accepted or considered valid. This listing is involved in a partition lawsuit currently in litigation. Seller financing shall not be accepted under any circumstances. **4734 Delmonte Avenue, Sarasota, FL — Investor special and fixer-upper on an oversized double lot in a non-deed-restricted Sarasota neighborhood with no HOA. This 4-bedroom, 3-bathroom home features a dual primary floor plan with two en suite bedrooms, each with a private bath, a bay window living room, and a family room opening to a covered back porch and brick paver patio, plus a covered pavilion that creates a shaded outdoor retreat — the kind of space that could get used year-round in the Florida climate — all set behind a wide driveway with paver accents, connected with a breezeway and arched entry. The home also retains several ornamental architectural details — decorative elements, arched openings, and Mediterranean-influenced touches — that, with the right restoration effort, could be brought back to life and lean fully into a Spanish Mediterranean aesthetic that suits the Sarasota region beautifully. The property’s most compelling asset is a detached accessory structure with its own eat-in kitchen, living area, bedroom with a closet, full bath with a walk-in shower, private back patio, and a separately fenced yard. The building will require a thorough rehab and the addition of climate control before it can function as a guest cottage, rental unit, or additional living space — but the layout and footprint are already there, making it a strong candidate for the right buyer willing to put in the work. Alternatively, it could be converted back into a garage and workshop or repurposed in a number of other ways, depending on your needs and interests. The double lot provides ample room for a future pool or expanded outdoor living, and the absence of deed restrictions means boats and RVs are welcome on-site with no approvals required. Conveniently located near Longwood Park, Nathan Benderson Park, University Town Center, and the new Mote Marine Aquarium, with quick access to I-75, Sarasota International Airport, Downtown Sarasota, and the Gulf Coast beaches — this is a property with strong locational fundamentals and significant upside for the right buyer. Offered strictly as-is — which means what you see is what you get. Ready for a buyer who sees the opportunity. Per county records, the main house is 4-bed / 3-bath / 1,762 sq ft, air-conditioned. The 572 sq ft accessory structure is listed in the MLS both as a 2-car garage and as an in-law suite for search purposes, and is reflected in county records as 2 bed / 1 bath with no A/C — included in total recorded square footage. Buyers should verify all details independently.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
2403 HICKORY AVE, SARASOTA, FL 34234
$395,00054 Days on yellowkey MLS ID: A4689265
1 Days Off yellowkey (back on 5/19/2026)
REDUCED by $30,000 (7.1%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 1925 Tax: $4,162 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$4,162
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Where history meets opportunity in the heart of Sarasota. This historic residence offers timeless character and endless potential, perfectly positioned in one of the area’s most culturally rich neighborhoods. Featuring 3 bedrooms and 2 bathrooms, the home showcases classic architectural details ready to be restored, reimagined, or incorporated into a brand-new vision. Ideally located just moments from the renowned The John and Mable Ringling Museum of Art, the Asolo Repertory Theatre, Ringling College of Art and Design, and New College of Florida, this property is surrounded by inspiration, creativity, and culture. A short drive brings you to vibrant downtown Sarasota, offering world-class dining, shopping, entertainment, and waterfront experiences. Set on a desirable homesite, this property presents a rare investment opportunity. Whether you choose historic restoration to preserve its original charm or explore redevelopment options to build new, the possibilities are abundant. The existing layout provides a solid foundation, while the location enhances long-term value and appeal. Perfect for investors, builders, or buyers seeking a unique project, this home embodies the best of Sarasota real estate—location, history, and potential. With strong demand for both renovated historic homes and new construction in this sought-after area, this is your chance to create something truly special.
5927 DRIFTWOOD AVE, SARASOTA, FL 34231
$590,00011 Days on yellowkey MLS ID: A4694069
INCREASED by $15,000 (2.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1412 Built: 1969 Tax: $3,188 (2025)Community: FlorenceSpa: NoSingle Family
Taxes:$3,188
Remarks: Welcome to 5927 Driftwood Ave., Sarasota, FL 34231—a classic Florida ranch home nestled in a desirable “West of Trail” community, just one block from the Intracoastal Waterway. Set on over a quarter of an acre, this Sarasota property offers a rare combination of timeless charm and modern updates in a location central to Siesta Key’s world-famous beaches, Phillippi Estate Park, and all the shopping, dining, and entertainment Sarasota is known for. The curb appeal stands out with a covered front porch and a welcoming Florida feel. Inside, the great room features open living and dining spaces with tile floors, a chandelier with ceiling medallion, and a crown-molding accent wall. Sliding doors connect the living area to a bright family room, offering an ideal setting for relaxation or entertaining. The kitchen is designed for both style and function, featuring custom white cabinetry with generous storage, gold hardware and fixtures, gold-veined white countertops, and a dedicated coffee station. A gas range is exciting for anyone who loves to cook, and the laundry is conveniently located just off the kitchen. Enjoy an apron sink, custom floor-to-ceiling pantry, stainless steel appliances, and a peninsula bar with drop lighting. There is also direct entry to the attached two-car garage with attic storage. Out back, your private backyard oasis awaits—surrounded by palm trees and privacy fencing. The heated open-air pool and covered lounge area—equipped with double ceiling fans—create a true Sarasota retreat for dining, relaxing, or entertaining. The pool bath features artisan blue scalloped tile, a walk-in shower with dual rainfall heads, a vessel sink atop a white shaker vanity with gold fixtures, and a sculptured mirror, all in an airy, light-filled palette. Both bedrooms offer wood-tone flooring, ceiling fans, and customized closet storage. The primary suite includes a walk-in closet and a recently updated en suite bathroom with a glass-enclosed, walk-in shower and marble-topped vanity. The second bedroom features mirrored closet doors and built-in organizer shelving. Additional storage is available in the hallway closet and attic. Practical features include partially updated windows and a propane tank. With no HOA restrictions at 5927 Driftwood Ave., you’ll enjoy the flexibility to bring your boat, RV, or other recreational vehicles—offering convenience for a variety of interests. Updates have already been started, allowing for your own finishing touches over time. Built in 1969, this home reflects the enduring craftsmanship of its era while providing endless opportunities for personalization. The unbeatable location, spacious lot, and flexible amenities make this Sarasota home a fantastic choice for those seeking a full-time residence or investment in a rapidly appreciating neighborhood. Experience the best of Sarasota living at 5927 Driftwood Ave.—just blocks from the Intracoastal Waterway, minutes to Siesta Key, and close to everything that makes Sarasota, Florida, such a desirable place to call home.
6099 BENEVENTO DR, SARASOTA, FL 34238
$419,90012 Days on yellowkey MLS ID: A4694160
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2010Monthly Fee: $416 Tax: $3,119 (2025)Community: Isles Of SarasotaSpa: YesVilla
Taxes:$3,119
Remarks: Welcome to your slice of paradise! This exceptional 3-bedroom, 2-bathroom waterfront villa perfectly blends maintenance-free living with the serene ambiance of coastal life. From the moment you step inside, you are greeted by an expansive, open-concept floor plan designed to maximize natural light. The "light and bright" interior features soaring ceilings, fresh neutral tones, and wall-to-wall windows that frame breathtaking, tranquil water views. The heart of the home flows seamlessly into a spacious living area, ideal for both quiet afternoons and vibrant entertaining. Step through the sliding glass doors onto your private lanai to enjoy morning coffee or evening sunsets over the water. The primary suite serves as a peaceful retreat, complete with an en-suite bath and generous closet space, while two additional bedrooms provide ultimate flexibility for family, guests, or a dedicated home office. Don't miss this rare opportunity to own a sunlit waterfront sanctuary! There are accordion shutters protecting the sliders and master bedroom windows and steel hurricane shutters for the remaining windows. The AC was replaced in 2021 and the water heater in 2023. The Isles community is maintenance-free. You will make new friends in The Isles at many of the community functions or enjoying the 4 tennis courts, 2 pickle ball courts, 2 bocce courts, tot-lot, state of the art fitness center and resort-style, heated swimming pool. The Isles is close to Siesta Key Beach, dining, doctors, golf courses, Legacy Trail, COSTCO and Publix, and all the cultural venues downtown Sarasota provides.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
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