Location: Sarasota
Do Not Show Listings
2224 BAHIA VISTA ST #E6, SARASOTA, FL 34239
$208,00022 Days on yellowkey MLS ID: A4695961
REDUCED by $4,000 (1.9%) on 06/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,936 (2025)Community: Cordova Gardens IiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,936
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to maintenance-free living the the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condominium offers an ideal blend of comfort, convenience and location. The spacious floor plan is light filled and has a great split bedroom floor plan and an ideal blend of comfort, convenience and location. In addition to the bright living areas, a functional kitchen and generously sized bedrooms there is a private primary suite with en suite bath. Enjoy relaxing mornings on one of 2 private lanais and take advantage of the community pool. Located just minutes from downtown and minutes to world class Siesta Key Beach and Village as well as South Side Village with many restaurants and shops as well as Sarasota Memorial Hospital. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this move-in ready condo is a fantastic value in a highly desireable location. New AC
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lena Oberwetter (608-444-9009)
6103 CLUBSIDE DR #6103, SARASOTA, FL 34243
$380,000282 Days on yellowkey MLS ID: A4664991
REDUCED by $5,000 (1.3%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1775 Built: 1985 Tax: $3,067 (2024)Community: Clubside At Palm-Aire I & IiSpa: YesCondo
Taxes:$3,067
Elementary School: Robert E Willis Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Welcome to this updated residence in Clubside at Palm-Aire. Offering three bedrooms, two baths and spans 1,751 square feet under air. An under-air Florida room overlooking the golf course extends the great room living space, creating a versatile area for relaxation or entertaining. This home has been fully updated to include impact-rated hurricane windows and doors, and the beautiful guest bath with modern finishes is delightful. The owner’s suite includes an en-suite bath with dual sinks, a glass-tiled walk-in shower and a spacious walk-in closet with custom closet and an adjacent room overlooking the golf course, can be used as an office, or serve as a peaceful retreat. The oversized one-car garage features custom cabinetry and an upgraded speckled epoxy floor. Clubside at Palm-Aire is an active community with a pool. Though the community is set along the Palm-Aire Country Club golf course, membership is optional. The location is just minutes from University Town Center, Sarasota-Bradenton International Airport, downtown Sarasota and Lido Key Beach. Owner put nearly $200K in improvements and upgrades in this home. List provided upon request.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Holly Switow (941-735-3186)
3318 SHINGLE OAK TER, SARASOTA, FL 34237
$195,00022 Days on yellowkey MLS ID: A4695769
1 Days Off yellowkey (back on 6/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1971Monthly Fee: $210 Tax: $1,291 (2025)Community: Oakwood ManorSpa: YesMobile Home
Taxes:$1,291
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to Oakwood Manor, Sarasota's premier gated 55+ resident-owned community, offering an active resort-style lifestyle within the city limits of Sarasota. With owned lots (no land lease), low monthly fees, outstanding amenities, and beautifully maintained grounds, Oakwood Manor is one of the area's most desirable communities.This immaculate, move-in-ready home offers 1056 square ft of comfortable air-conditioned living space and is ideally situated on an oversized corner lot just a short stroll from the clubhouse and pool amenities. The thoughtfully designed floor plan features 2 bedrooms, 2 bathrooms, a spacious living area, and a beautifully remodeled kitchen complete with an island and open dining space. The open-concept design flows seamlessly into an oversized bonus room through sliding glass doors, creating the perfect setting for entertaining family and friends.Recent updates include attractive luxury laminate plank flooring throughout the main living areas and bedrooms, adding both style and durability. Outside, you'll find an extended driveway offering tandem parking, plus a large storage shed off the carport that's ideal for holiday decorations, tools, and additional belongings. The storage shed houses the washer and dryer, along with a convenient utility sink for outdoor projects and cleanup. The home is offered fully furnished (optional), providing a truly turnkey opportunity for its next owner.Oakwood Manor's exceptional amenities center around a spacious clubhouse featuring a commercial-grade kitchen, event stage, audio/visual equipment, dance floor, state-of-the-art fitness center, activities hall, library, movie and puzzle collection, and billiards room. Outdoor amenities include a large heated swimming pool with handicap-accessible ramp, a spacious kidney-shaped hot tub, ample lounge seating, umbrella tables, and updated shower facilities.Residents also enjoy beautifully shaded park areas beneath mature oak trees, picnic pavilions, community grills, a putting green, bocce ball, ping pong, cornhole, and a full calendar of social events and activities. The community is conveniently located adjacent to the Legacy Trail and 12 newer pickleball courts.Just minutes away are Sarasota's world-famous quartz sand beaches, including Siesta Key and Lido Key, as well as downtown Sarasota, marinas, fishing piers, golf courses, shopping, dining, cultural attractions, museums, the opera, Sarasota-Bradenton International Airport, UTC Mall, and Nathan Benderson Park.Don't miss this opportunity to enjoy affordable resort-style living in one of Sarasota's most sought-after resident-owned communities.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jarek Chudoba (941-400-4850)
2144 OAK TER, SARASOTA, FL 34231
$455,00067 Days on yellowkey MLS ID: C7525020
REDUCED by $10,000 (2.2%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1769 Built: 1979 Tax: $4,601 (2025)Community: Harbor OaksSpa: NoSingle Family
Taxes:$4,601
Remarks: Single story home in move-in ready condition with an abundance of natural light throughout (and a new roof!). The bedrooms are generously sized, and bathrooms are well maintained. The home also offers an oversized garage with additional storage potential. NO HOA FEES! Easy to show!
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: William Figueroa (305-662-1502)
5361 SAN JUAN DR, SARASOTA, FL 34235
$385,00083 Days on yellowkey MLS ID: N6143756
REDUCED by $14,000 (3.5%) on 06/19/2026
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 – BRING YOUR OFFERS! Imagine waking up each morning to peaceful lake views and ending your day with breathtaking sunsets over Crown Lake. Nestled on an oversized lot in the desirable Desoto Lakes community, this beautifully renovated 2-bedroom, 2-bath home offers nearly 2,000 square feet of stylish, move-in-ready living space in one of Sarasota’s most convenient locations. From the moment you step inside, you’ll appreciate the bright, open-concept design that fills the home with natural light and creates an inviting atmosphere perfect for both everyday living and entertaining. The stunning renovated kitchen serves as the heart of the home, featuring brand-new appliances, sleek countertops, modern cabinetry, and a seamless flow into the spacious living and dining areas. Thoughtfully updated throughout, this home blends modern finishes with comfortable living. The previously screened lanai has been professionally converted into additional interior living space, providing endless possibilities for a family room, home office, hobby space, or entertaining area while maximizing the home’s functionality and square footage. One of the most valuable upgrades is already complete—brand-new hurricane impact windows installed throughout the home in 2025, providing enhanced storm protection, energy efficiency, and peace of mind for years to come. For hobbyists, car enthusiasts, or anyone needing extra workspace, the oversized garage and workshop is a rare find. Complete with epoxy flooring and an air compressor, it offers the perfect setup for projects, storage, or pursuing your favorite hobbies. Step outside and enjoy the beauty of your private backyard oasis overlooking picturesque Crown Lake. The manicured grounds and tranquil water views create a peaceful, resort-style setting that feels like a vacation every day. Best of all, with NO HOA and NO deed restrictions, you’ll enjoy the freedom and flexibility to truly make this property your own. Adding even more value, this property is NOT located in a flood zone, meaning NO flood insurance is required. Location is everything, and this home delivers. Conveniently situated just minutes from downtown Sarasota, world-famous Gulf Coast beaches, University Town Center, Lakewood Ranch, exceptional dining, shopping, entertainment, and Sarasota-Bradenton International Airport, you’ll enjoy easy access to everything that makes the Sarasota lifestyle so desirable. Homes offering this combination of lake views, extensive updates, oversized lot, workshop space, hurricane impact windows, and an unbeatable Sarasota location are hard to find. Don’t miss this incredible opportunity—schedule your private showing today and discover why this could be your perfect Florida home.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
530 SAINT ANDREWS DR, SARASOTA, FL 34243
$410,00064 Days on yellowkey MLS ID: A4690819
REDUCED by $10,000 (2.4%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1593 Built: 1963 Tax: $4,878 (2024)Community: Whitfield Country Club Estates 1Single Family
Taxes:$4,878
Remarks: Discover easy Florida living in this updated 3-bed, 2-bath home located in the highly desirable Whitfield Country Club Estates—where there are no HOA fees and plenty of room to make the home your own. Perfect for first-time buyers, downsizers, or anyone craving a relaxed coastal lifestyle, this home features a freshly landscaped yard, a spacious fenced backyard, and a handy storage shed nestled among mature trees. Step into the large Florida room with NEW hurricane-impact windows and a mini-split heat/AC system (2026) adding an additional 363 sq ft of year-round HVAC space—an ideal spot to enjoy morning coffee or evening downtime with peaceful views of the greenery. Major upgrades give you peace of mind, including: Metal roof (2023), A/C system (2021), Updated electric panel (2023), Repiped (2020), Water heaters (2022 & 2005). Inside, the home offers generously sized rooms and an inviting living area perfect for hosting friends or family. Two bedrooms also feature their own wall-mounted mini-split units for added comfort during warmer months. All of this is set in a well-established, walkable neighborhood just minutes from beautiful beaches, great restaurants, shopping, museums, golf, and the airport. Move-in ready and easy to love—schedule your showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
5355 CRESTLAKE BLVD #65, SARASOTA, FL 34233
$225,0008 Days on yellowkey MLS ID: A4697491
0 Days Off yellowkey (back on 6/24/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1379 Built: 1983 Tax: $2,680 (2025)Community: Crestwood VillasCondo
Taxes:$2,680
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Imagine a lifestyle where weekends are spent enjoying Sarasota's parks, restaurants, shopping, and nearby beaches instead of worrying about home maintenance. This beautifully updated 2-bedroom, 2-bath residence offers the perfect opportunity for buyers looking to right size without sacrificing comfort, convenience, or quality. Thoughtfully renovated in 2020, the home features impact glass windows and sliding doors, updated HVAC, and a newer garage door, providing peace of mind for years to come. Inside, the functional floor plan includes an interior laundry area, comfortable living spaces, and tranquil water views that create a relaxing backdrop for everyday living. The attached one-car garage adds convenience and security, making this an ideal lock-and-leave residence for seasonal owners, frequent travelers, or anyone seeking a simplified lifestyle. Pet lovers will appreciate the pet-friendly policy allowing one pet up to 40 pounds. Residents enjoy access to the community pool while being just minutes from Sarasota's vibrant dining scene, shopping destinations, golf, medical facilities, and area parks. Whether you're meeting friends for lunch, enjoying a morning walk, or heading to the beach, everything you need is within easy reach. If you're ready to spend less time maintaining a home and more time enjoying the Sarasota lifestyle, this move-in-ready residence is the perfect place to call home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Ryndie Brusco (941-809-6913)
2852 NASSAU ST, SARASOTA, FL 34231
$344,90076 Days on yellowkey MLS ID: A4689690
REDUCED by $7,600 (2.2%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1996 Tax: $4,033 (2025)Community: Virginia Heights SubSingle Family
Taxes:$4,033
Remarks: Virtually Staged. PRICE IMPROVEMENT!! This beautifully updated two-story home offers 3 bedrooms, 2 bathrooms, and a spacious open loft across 1,344 square feet of living space. The primary bedroom is conveniently located on the first floor. The renovated kitchen features shaker-style cabinets, stainless steel appliances, and sleek quartz countertops, while both bathrooms have been tastefully updated. Luxury vinyl plank flooring runs throughout the first floor of the home and carpet on the 2nd, adding both style and durability. Enjoy the convenience of a one-car garage and relax on the private deck overlooking a peaceful preserve and running brook. Nestled on a quiet dead-end street, this home is ideally located less than 4 miles from Siesta Key Beach and close to shopping, dining, schools, hospitals, and downtown amenities.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
5295 ASHTON PINES LN, SARASOTA, FL 34231
$445,000154 Days on yellowkey MLS ID: A4678123
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1495 Built: 1987 Tax: $4,212 (2025)Community: Ashton PinesSingle Family
Taxes:$4,212
Elementary School: Wilkinson Elementary
High School: Riverview High
Remarks: Freshly painted & ready for immediate occupancy! Welcome to Ashton Pines, a community of 11 homes conveniently located to everything Sarasota has to offer. The updates in this home are dramatic featuring an open floor plan with volume ceilings in the great room. The expansive kitchen has upgraded cabinets & appliances with marble(yes, MARBLE) counter tops. There is a spacious breakfast area. The expansive primary bedroom has volume ceilings and a large half round window for amazing natural light. In addition to a 7 x 5 walk in closet, there is an upgraded private bath. The oversize shower stall has 2 shower heads, one a rain shower. There is a private courtyard with a sliding glass door that brightens the whole room. The split plan has two bedrooms on the north side of the home along with the main bath. The kitchen, living room, & primary bedroom all have sliders to access the screened lanai and rear yard. The laundry room offers additional storage and access to the 2 car garage. The access to Siesta Beach(2 miles), I75(5 miles),and any shopping or restaurants on Clark Road & Tamiami Trail is available with a quick drive. This is a great location for a primary home, secondary home, or an investment property.
Listing Agent: Larry Brzostek (941-993-3125)
5446 FOXWOOD DR, SARASOTA, FL 34232
$359,99048 Days on yellowkey MLS ID: A4692962
REDUCED by $9,000 (2.4%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1077 Built: 1979 Tax: $4,057 (2025)Community: Ridgewood Estates 19Th AddSingle Family
Taxes:$4,057
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Tucked away on a quiet street in a convenient central Sarasota location, this beautifully updated home offers the perfect combination of comfort and freedom with NO CDD or HOA fees. You’ll appreciate the mature trees, fresh exterior paint, and extra side parking pad with plenty of room for an RV, boat, or additional vehicles. Inside, the home has also been freshly painted and features tile flooring throughout. The brand new kitchen is a standout with gorgeous quartz countertops, newer stainless steel appliances, and a clean modern design perfect for everyday living and entertaining. Both bathrooms have also been tastefully updated, while the brand new water heater and 3-year-old roof add peace of mind for years to come. One of the most unique features of this home is the large screened-in lanai under roof — not an aluminum add-on — offering the potential to easily convert it into additional living space or a spacious family room. Step outside to enjoy the fenced backyard with mature landscaping and a backyard storage/work shed perfect for hobbies, tools, or extra storage. If you’ve been searching for a move-in ready Sarasota home with upgrades already done, room for your toys, and no extra fees, this one deserves a closer look.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rob Rovnak (941-356-4716)
152 AUDUBON PL, SARASOTA, FL 34237
$949,000353 Days on yellowkey MLS ID: A4657909
REDUCED by $46,000 (4.6%) on 06/25/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1950 Built: 2025Monthly Fee: $444 Tax: $9,900 (2024)Community: Premier On MainSpa: NoTownhouse
Taxes:$9,900
High School: Booker High
Middle School: Booker Middle
Remarks: Are you dreaming of the ideal uptown location close to everything Sarasota? Discover modern Sarasota living with outdoor style at Premier on Main in the Park District at the east end of Main Street, downtown Sarasota. Ready to live your best Sarasota life? Welcome to Premier on Main, a just-completed collection of contemporary townhomes designed for those who crave outdoor living, accessible culture and modern style in the heart of Uptown as we call it. Near Main Street’s bustling arts and cultural district, farmers market, buzzworthy restaurants, live music venues and the new 53-acre bayfront park, this is your gateway to the ultimate Florida lifestyle. Morning runs over John Ringling Bridge. Sunset drinks on the rooftop. Bike to brunch or kayak the bay. This is the Sarasota experience elevated. Designed for your active, social life. Over 2,395 total square feet including 1,950 air-conditioned living space. Incredible 396-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen, ideal for sunny lounging or hosting friends under the stars. Spacious, light-filled living areas with soaring ceilings and designer finishes. Chef-inspired kitchen with oversized island and premium stainless appliances. Private elevator for easy living across all levels. Two bedrooms with en-suite baths and walk-in closets—room for guests, roommates or that home office you’ve always wanted. Urban convenient, Sarasota cool. Just blocks from the bayfront and downtown nightlife. Close to local cafes, restaurants, arts venues and farmers market. Bike-friendly location with easy access to parks and beaches. Sleek, contemporary architecture with high-end details. Energy-efficient systems and impact-rated windows and doors for safety and peace of mind. Practical perks for modern buyers. Private two-car garage with bonus flex space, ideal for gym, studio or gear storage. Low maintenance living with HOA covering landscaping, road upkeep and more. Move-in ready with special developer financing incentives available for a limited time. See why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. Visit this fully furnished model or our 3 bedroom model next door at 2170 Fruitville Road. Open weekends noon-3 p.m. or by appointment. Contracts are being accepted now so grab your slice of downtown Sarasota before it’s gone!
Listing Agent: Frank Lambert (941-920-1500)
5927 DRIFTWOOD AVE, SARASOTA, FL 34231
$500,00036 Days on yellowkey MLS ID: A4694069
REDUCED by $75,000 (13.0%) on 06/18/2026
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
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. 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 home office, 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.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
3049 GYPSY ST, SARASOTA, FL 34231
$399,00049 Days on yellowkey MLS ID: A4693010
REDUCED by $26,000 (6.1%) on 06/25/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 980 Built: 1981 Tax: $3,612 (2025)Community: Madison ParkSingle Family
Taxes:$3,612
Remarks: Welcome to 3049 Gypsy Street, a beautifully updated, coastal-inspired retreat being offered turnkey furnished (minus personal property), making it the perfect opportunity for a first-time homebuyer, snowbird or savvy investor looking for immediate income potential. Previously operated as a highly rated Airbnb, this charming Sarasota home is move-in ready and set up to continue generating rental income from day one. Inside, discover a light and bright interior featuring luxury vinyl plank flooring throughout, a spacious living and dining area and a stunning remodeled kitchen complete with white cabinetry, stainless steel appliances, a farmhouse sink, a beautiful white 3D backsplash and all appliances included. The split-bedroom layout offers two spacious bedrooms and two completely renovated baths. The primary suite features a brand-new bath with a large walk-in shower, while the guest bedroom comfortably accommodates multiple guests with a full and twin bed. Outdoor living shines with a charming covered coastal-style lanai complete with a ceiling fan, shell paver patio area, fully fenced backyard, new landscaping and plenty of room for a future pool. There is also separate RV/boat parking on the side of the home for added flexibility or plenty of room for a pool. Additional highlights include a new roof (2022), a sewer connection completed in 2021, a one-car garage with a washer, dryer, utility sink and storage. Turnkey furnished opportunity: this was previously a successful Airbnb with a rental history. Ideally near all Sarasota has to offer, including world-famous beaches, dining, shopping, arts and entertainment, this adorable coastal getaway offers a blend of lifestyle and investment opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
3200 TOBERO LN, SARASOTA, FL 34235
$315,000511 Days on yellowkey MLS ID: A4638542
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1979 Tax: $2,770 (2024)Community: Tobero WoodsSingle Family
Taxes:$2,770
Elementary School: Gocio Elementary
Remarks: Move-in ready with endless potential! This beautifully refreshed one-bedroom, one-bath, turnkey furnished home is ready for its next owner. Freshly painted inside and out, featuring upgraded appliances and a pristine, fully cleaned backyard, BRAND NEW ROOF, this charming residence offers immediate comfort and convenience. On an oversized lot, this property provides the ideal opportunity to live in the home while building your dream residence. Located on a centrally located cul-de-sac street with beautifully unique, non-cookie cutter homes. Plus, per county regulations, the one-bedroom home can remain as an Accessory Dwelling Unit (ADU) ideal for rental income, guests or extended family. Don't miss out on this versatile investment and schedule your showing today.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-907-9541)
6236 MIDNIGHT PASS RD #1-307, SARASOTA, FL 34242
$785,00060 Days on yellowkey MLS ID: N6144044
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1979Monthly Fee: $1,205 Tax: $7,929 (2025)Community: Siesta DunesSpa: YesCondo
Taxes:$7,929
Remarks: Welcome to Residence #307 at Siesta Dunes, a beautifully remodeled two-bedroom, two-bath condominium located directly on world-famous Siesta Key Beach with views of the Gulf from the lanai and the primary bedroom. Offering 1,250 square feet of comfortable coastal living on the third floor, this turnkey furnished residence is ready to enjoy from day one — whether as a personal beach retreat, full-time residence, or investment property. Inside, the home has been thoughtfully decorated with a relaxed, sophisticated coastal feel. Crown molding adds a finished touch throughout, while the remodeled kitchen features granite countertops, stainless steel appliances, glass tile backsplash and a clean, functional design that makes everyday living and entertaining easy. The spacious living area opens to an enclosed lanai surrounded by lush garden views, creating a peaceful place to enjoy morning coffee, read, or unwind after a day at the beach. The lanai is enclosed with hurricane-resistant sliders, and the primary suite features hurricane-resistant windows for added peace of mind. The primary bedroom also includes a walk-in closet, and views of the Gulf. The convenience of an in-unit stackable washer and dryer hook up makes this residence especially easy to live in and enjoy. Additional features include an assigned covered carport located close to the building, private storage closet, ample guest parking, and access to the building elevator. Siesta Dunes is a gated beachfront community known for its resort-style amenities and beautifully maintained grounds. Residents and guests enjoy a heated pool and spa, beachside deck, pavilion, clubhouse, tennis courts, and direct access to one of the most celebrated beaches in the country. The on-site property management company also helps make renting the property simple and convenient. With strong rental-income potential, two-week minimum rentals from January 15 through the end of April, and one-week minimum rentals the rest of the year, this condominium offers a compelling combination of lifestyle and investment opportunity. Enjoy it for your own vacations, create a family beach tradition, and rent it when you are not using it. Perfectly positioned on Siesta Key, this location makes it easy to enjoy Sarasota’s exceptional dining, shopping, arts, and entertainment, while coming home to the powdery white sand, clear Gulf waters, and unforgettable sunsets that make Siesta Beach so special. Whether you are looking for a vacation getaway, income-producing property, or a place to build lasting memories, Residence #307 at Siesta Dunes offers the best of beachside living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-493-2500)
Listing Agent: Kelly Mcinerney (847-826-6800)
8425 LUNAR SKYE ST, SARASOTA, FL 34241
$375,000130 Days on yellowkey MLS ID: TB8477040
5 Days Off yellowkey (back on 5/24/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1597 Built: 2025Monthly Fee: $167 Tax: $2,323 (2025)Community: Skye Ranch Nbrhd 2 TwnhmsTownhouse
Taxes:$2,323
Remarks: Beautiful Townhome with 3 bedroom, 2.5 bath with loft. The open kitchen, dining, and living area flows together and with those high ceilings. Skye Ranch community, a place known for its welcoming feel and growing popularity. You’ll enjoy dog friendly walking trails, a beautiful community pool, Turner Park, and access to top rated schools, including the brand new Skye Ranch Elementary opened in Fall 2025. It is a neighborhood designed for comfort, connection, and convenience.
Listing is courtesy of: EZ CHOICE REALTY (813-653-9676)
Listing Agent: Shyam Mallesh (973-262-3920)
3365 RAMBLEWOOD DR N #35C8, SARASOTA, FL 34237
$145,000203 Days on yellowkey MLS ID: A4673749
REDUCED by $2,000 (1.4%) on 06/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1104 Built: 1974 Tax: $2,772 (2025)Community: Ramblewood AcresCondo
Taxes:$2,772
Elementary School: Tuttle Elementary
Remarks: Virtually Staged. Step into Florida living in Ramblewood Acres, a gated community known for its convenience and charm. This impeccably kept, move-in-ready townhome offers a smart, functional layout. Granite counters, brand new stainless steel dishwasher, and a passthrough to the dining area - perfect for everyday living and easy entertaining. The great room and main-level half bath add comfort and practicality. Upstairs, two large bedrooms each feature private en-suite baths and large closets. One offers a serene balcony, the other a generous sundeck, your choice of personal retreat. Fresh new interior paint for the next homeowner and brand new roof to be completed January 2026! Ramblewood Acres offers three pools (including one heated), a dog park, clubhouse, fitness center, tennis courts, playground, and shuffleboard. Fees include basic cable, on-site management, and more for true low-maintenance living. The location puts you close to everything. Downtown Sarasota, St. Armands Circle, and world-class beaches are minutes away. UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love having the newly renovated Bobby Jones Golf Course just around the corner. Don’t miss this opportunity—schedule your showing and discover your new home!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Lori Sabattini (941-266-1597)
864 41ST ST, SARASOTA, FL 34234
$449,00030 Days on yellowkey MLS ID: A4694870
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1953 Tax: $5,472 (2025)Community: Indian Beach Map OfSpa: YesSingle Family
Taxes:$5,472
Remarks: Virtually Staged. Welcome to the highly sought-after Indian Beach neighborhood, perfectly positioned West of the Trail and just minutes from the heart of downtown Sarasota. Situated on a quiet cul-de-sac with exceptional privacy, this 3-bedroom, 2-bathroom home offers an incredible opportunity to create your own coastal retreat in one of Sarasota’s most exciting growth corridors. Inside, you’ll find an open-concept kitchen and living area filled with natural light, offering a functional layout ready for your personal touch or renovation vision. The oversized fenced backyard provides endless possibilities whether you dream of adding a pool, creating an outdoor entertaining oasis, or simply enjoying the peaceful setting beneath mature trees. Located just steps from Sarasota Jungle Gardens, Sarasota Bay, and Ringling College of Art & Design, this property also places you only 5 miles from the world-renowned sands of Lido Beach. In addition, the home benefits from close proximity to the transformative master-planned The Bay, Sarasota’s new Bayfront Park and waterfront expansion project, one of the most impactful developments shaping the future of Sarasota north of Fruitville Road Whether you are looking for a primary residence, seasonal getaway, investment property, or flip opportunity, this home offers outstanding potential in a prime Sarasota location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
7927 LONGBAY BLVD, SARASOTA, FL 34243
$3,200,00042 Days on yellowkey MLS ID: A4693426
REDUCED by $250,000 (7.2%) on 06/18/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3027 Built: 2019 Tax: $11,276 (2025)Community: Ballentine Manor EstatesSpa: YesSingle Family
Taxes:$11,276
Remarks: "The Ultimate Resilient Estate" – Experience the rare combination of coastal luxury, modern construction, and true peace of mind on Sarasota Bay. Built in 2019 to stringent CAT 5 wind standards and positioned at an impressive 14-foot elevation, this exceptional single-level waterfront residence offers a unique blend of luxury, resilience, and financial advantages, including no flood insurance requirement and low annual premiums. Notably, the home experienced no flooding during the 2024 hurricane season. This custom-designed 4-bedroom, 4.5-bath residence showcases soaring ceilings, rich cypress wood detailing, and walls of glass framing breathtaking panoramic views of Sarasota Bay. The thoughtfully designed floor plan features a luxurious primary suite with dual bathrooms and dual walk-in closets, creating a private retreat rarely found in waterfront homes. Outdoor living is equally impressive, highlighted by a spectacular 180-degree panorama of Sarasota Bay, a caged heated pool and spa, newer seawall, private dock, and direct access to boating, fishing, kayaking, paddleboarding, and other waterfront activities. A whole-house generator and spacious three-car garage further enhance comfort and convenience. Ideally situated within Sarasota's coveted North Bayfront Corridor and "West of the Trail" location, residents enjoy easy access to some of the region's most desirable destinations. More than a waterfront home, this is a resilient luxury estate designed for those who seek the very best of Sarasota Bay living. Offering a rare blend of luxury waterfront living and investment potential, this exceptional Sarasota Bay residence is located in a community that permits weekly rentals, creating unique flexibility for owners and investors alike. The property's direct bayfront setting, private dock and 7,500 lb. boat lift, expansive water views, resort-style pool, and newer construction make it highly desirable for luxury vacation guests seeking a premier Sarasota experience. Conveniently located near IMG Academy, downtown Sarasota, Longboat Key, St. Armands Circle, world-class beaches, and SRQ Airport, this property is well-positioned to attract seasonal visitors, boating enthusiasts, and extended-stay guests throughout the year. Whether enjoyed as a private waterfront retreat or utilized as an income-producing asset, this home presents an outstanding opportunity in Sarasota's luxury waterfront market.Optional culinary membership Sara Bay Country Club $35 per year.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Alexis Ainslie Brown (941-228-7183)
5507 CONTENTO DR, SARASOTA, FL 34242
$1,725,000126 Days on yellowkey MLS ID: A4683288
REDUCED by $50,000 (2.8%) on 06/22/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1969 Tax: $15,484 (2025)Community: Siesta IslesSpa: NoSingle Family
Taxes:$15,484
Remarks: A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.****BASE ELEVATION 10 Ft***SELLER MOTIVATED***
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Livya Hament (941-735-1227)
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