Location: Sarasota
Do Not Show Listings
5175 CANTABRIA CRST, SARASOTA, FL 34238
$650,000270 Days on yellowkey MLS ID: A4669843
0 Days Off yellowkey (back on 7/12/2026)
INCREASED by $20,000 (3.2%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2377 Built: 2002Monthly Fee: $684 Tax: $5,027 (2024)Community: Silver OakSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,027
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. NEW TILE ROOF to be installed prior to closing! Welcome to the highly desirable GATED COMMUNITY of SILVER OAK. An impeccable community featuring MAINTENANCE FREE LIVING developed by the QUALITY BUILDER- GIBRALTAR. Why settle for unknown quality? Gibraltar is considered one of the best in Southwest Florida when this community was developed. This home was a seasonal residence, like new interior. Enjoy beautiful lakefront views from the minute you enter the home. Notice the custom features including IMPACT WINDOWS, volume trayed ceilings, wood floors, and custom mill work. The current homeowner has lovingly updated every room in the house including the chef’s kitchen with beautiful granite counters, glass tile backsplash and stainless-steel appliances. The breakfast area features lake views where you can enjoy your morning coffee watching the heron fish for breakfast outside your door. The star of the show is the view of the lake through the large 27-foot screened lanai where you can enjoy your favorite beverage as the Florida sunset paints the clouds. A separate formal dining area has plenty of room for family or neighbors to have an elegant meal or simply play cards. A built-in wine bar can be used as butler’s pantry or center for entertaining. The primary bedroom provides more lake views, custom millwork, and an upgraded ensuite spa-like bath where a dip in the garden tub can wash your cares away. Two closets provide plenty of storage. The split bedroom has lots of space for guests. The 3rd bedroom/office has double doors to easily become additional living/entertainment area. The garage is air conditioned and has a spotless polyaspartic (epoxy) floor. Silver Oak is located in the highly popular Palmer Ranch. The Legacy Bike Trail is adjacent to the community and allows you to ride, walk or jog to downtown Sarasota or Caspersen Beach in Venice. Plans are to ultimately link this to trails along the entire west coast of Florida. The home is few minutes from Costco, Target, Lowes and a plethora of other shopping.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Midyett (941-556-5151)
8215 LARKSPUR CIR, SARASOTA, FL 34241
$949,00048 Days on yellowkey MLS ID: A4695730
REDUCED by $46,000 (4.6%) on 07/12/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2560 Built: 2015Monthly Fee: $289 Tax: $7,443 (2025)Community: WildgrassSingle Family
Taxes:$7,443
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Remarks: Welcome to Wildgrass, one of Sarasota's most exclusive boutique gated communities. Built by Neal Signature Homes in 2015, this exceptional residence offers over 2,500 square feet of thoughtfully designed living space featuring 3 bedrooms, a private den, 3 baths, and a 3-car garage. Designed for both elegant entertaining and everyday comfort, the open-concept great room showcases crown molding, coffered ceilings, and beautiful tile flooring throughout. The chef's kitchen is the heart of the home, featuring an oversized granite island with abundant seating, gas cooktop, built-in stainless-steel appliances, and rich wood cabinetry. Step outside to your private Florida retreat. The expansive paver lanai features a spectacular pool, outdoor kitchen, and ample storage—perfect for entertaining or simply relaxing in your own backyard oasis. The luxurious owner's suite offers a peaceful escape with dual granite vanities, custom wood cabinetry, a soaking tub, and a spacious walk-in shower. An oversized homesite provides exceptional privacy and generous space between neighboring homes, a rare find in today's communities. Nestled on 36 acres, Wildgrass is known for its Mediterranean-inspired architecture, custom-home feel, and serene setting. Located just minutes from I-75 and Clark Road, residents enjoy convenient access to Siesta Key Beach, downtown Sarasota, premier shopping, dining, golf, and cultural attractions. Experience the perfect blend of luxury, privacy, and location in one of Sarasota's hidden gems.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
8315 DEERBROOK CIR, SARASOTA, FL 34238
$799,00039 Days on yellowkey MLS ID: A4696600
REDUCED by $36,000 (4.3%) on 07/11/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2742 Built: 1998Monthly Fee: $275 Tax: $7,721 (2025)Community: Turtle RockSingle Family
Taxes:$7,721
Elementary School: None
High School: None
Middle School: None
Remarks: Located behind the gates of the meticulously maintained and highly sought-after community of Turtle Rock in Palmer Ranch, with its miles of scenic trails, beautiful vistas, and no CDD fees, this exceptional residence offers the ideal blend of privacy and Florida lifestyle. Set in the estate section on a generously sized lot, this impressive home features 4 bedrooms, 3 bathrooms, a dedicated home office, a spacious 3-car garage, and a large screened-in pool area designed for year-round enjoyment. From the moment you arrive, the great curb appeal and lush landscaping set the tone for what awaits inside. At the heart of the home, the open kitchen with granite countertops and stainless steel appliances is perfectly positioned for both everyday living and effortless entertaining. Soaring ceilings fill the home with natural light, while aquarium windows frame beautiful views of the large covered lanai and inviting pool. Well maintained and comfortable as it is, this home also presents a wonderful opportunity for a new owner to gradually update and tailor the interiors to their own taste, further enhancing its value and appeal. A brand new roof (June 2026) adds significant peace of mind. Residents of Turtle Rock enjoy a vibrant lifestyle with access to a heated community pool, a clubhouse, two tennis courts, a basketball court, all complemented by direct proximity to the Legacy Trail—perfect for biking, walking, and enjoying Florida’s outdoor living year-round. Ideally located just minutes from world-class dining, shopping, and entertainment, with Siesta Key Beach nearby, this home truly offers the best of Sarasota living in Palmer Ranch. Make your appointment today for a private showing. 3D tour and floorplan are available.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Pascale Durand (973-727-9784)
2051 ROSELAWN ST, SARASOTA, FL 34231
$1,050,000159 Days on yellowkey MLS ID: A4682694
REDUCED by $750,000 (41.7%) on 07/11/2026
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 3195 Built: 1997 Tax: $7,704 (2025)Community: RoselawnSpa: YesApartment
Taxes:$7,704
Remarks: Being sold with the adjacent single-family home (MLS#A4682693) 3 UNITS TOTAL for $1,550,000 Welcome to Gone Coastal Villas, a rare three-unit coastal retreat just minutes from world-famous Siesta Key Beach in Sarasota. This exceptional property offers the perfect blend of personal enjoyment and income potential, ideal as a family compound, investment property, or both. Comfortably accommodating up to 12 guests, it’s perfectly suited for large gatherings or three separate vacation groups. The duplex features two mirrored two-bedroom, two-bath residences, each with private driveways, one-car garages, laundry, and storage. The beautifully updated Flamingo and Coastal cottages showcase open floor plans, vaulted ceilings, screened patios with grilling areas, and private above-ground spas. Adjacent is the Seashell Cottage, a charming single-family two-bedroom, one-bath home with a refined coastal contemporary design. All three turnkey furnished residences have been thoughtfully updated with cohesive coastal contemporary finishes. The shared courtyard offers an inviting outdoor experience with astro turf, a heated saltwater pool with sun shelf, gated vinyl fencing, lighted pathways, epoxy walkways, and paver driveways. Major improvements include new roofs (2017), on-demand hot water systems in all units, and newer HVAC systems. Located within one mile of shopping, dining, and entertainment, Gone Coastal Villas is truly move-in ready and positioned for immediate income with no upfront improvements required. Being sold with the adjacent single-family home (MLS#A4682693).
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Brandon Surline, Pll (941-404-9334)
2937 ESMERALDA DR, SARASOTA, FL 34243
$519,900111 Days on yellowkey MLS ID: A4689083
2 Days Off yellowkey (back on 7/12/2026)
REDUCED by $10,000 (1.9%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2036 Built: 2015Monthly Fee: $93 Tax: $6,885 (2025)Community: Soleil WestSingle Family
Taxes:$6,885
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: WELCOME to your slice of paradise in the sought after GATED community of Soleil West!!! This beautifully maintained one-story home offers 3 bedrooms, 2.5 baths, a 2-car garage, and 2,036 sq. ft. of thoughtfully designed living space. From the moment you walk through the front door, you’re greeted by a long, inviting hallway featuring a guest bedroom and a full bath with a tub/shower combo and single vanity, making it perfect for visitors. Just beyond, step through ELEGANT FRENCH GLASS DOORS into a versatile den, ideal for a home office or formal dining room. Continue into the heart of the home where an open-concept kitchen and living room create the perfect space for entertaining and everyday living. The SPACIOUS kitchen boasts upgraded cabinetry, a TILED backsplash, stainless steel appliances, WALK-IN PANTRY and a large island with a dual sink and eat-in space. Adjacent to the kitchen, the dining area is perfectly positioned with a window overlooking the lanai. The living room offers a warm and relaxing atmosphere, complete with glass sliders that open to SERENE pond views. Tucked away for maximum privacy, the primary suite features a TRAY ceiling, UPGRADED carpet, and an ENSUITE bath with dual sinks, a walk-in tiled glass shower, and a separate soaking tub. An additional bedroom and a convenient half bath complete the layout. Step outside to your screened-in lanai and your own PRIVATE retreat where you can unwind while enjoying breathtaking sunsets over the peaceful POND and fountain. The home is beautifully landscaped and includes PREMIUM LUXURY VINYL WOOD flooring, upgraded ceiling fans throughout, added cabinetry in the laundry room for extra storage, and a new HVAC blower motor installed in 2023. Residents of Soleil West enjoy gated access and resort-style amenities including a clubhouse, pool, fitness center, and dog park, all in a PRIME location just off University Parkway. You’re minutes from The Mall at University Town Center, Nathan Benderson Park, Sarasota-Bradenton International Airport, fine dining, shopping, top-rated schools and the WORLD FAMOUS GULF BEACHES. This is truly the home you’ve been waiting for, offering comfort, style, and an unbeatable location. Don't wait to make this your home and begin your FLORIDA Lifestyle!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Christy Peterson (774-287-5322)
3851 VIRGA BLVD, SARASOTA, FL 34233
$270,000250 Days on yellowkey MLS ID: A4672280
REDUCED by $10,000 (3.6%) on 06/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1487 Built: 2003Monthly Fee: $375 Tax: $3,498 (2024)Community: ParkstoneTownhouse
Taxes:$3,498
Elementary School: Wilkinson Elementary
Remarks: Virtually Staged. Welcome to 3851 Virga Boulevard, a beautifully refreshed 3-bedroom, 2.5-bath townhome in the gated community of Parkstone in Sarasota. Offering 1,489 sq. ft. of comfortable living space, this bright and inviting home features a freshly painted interior that provides a clean, move-in-ready feel from the moment you step inside. The open main floor layout is perfect for everyday living and entertaining, with natural light flowing throughout. All three bedrooms are located upstairs, offering privacy and separation from the main living area. A convenient half bath is located on the first floor, with two full baths upstairs. Parkstone is a well-maintained community known for its low HOA fees and no CDD—a rare and valuable benefit in Sarasota. Residents also enjoy access to a sparkling community pool, perfect for relaxing or cooling off year-round. With a fantastic location near shopping, dining, parks, and Sarasota’s beautiful beaches, this townhome offers both comfort and convenience. This home can be leased from day one providing an added benefit to potential investors. It is also Ideal for full-time residents or seasonal living—don’t miss the opportunity to make this Parkstone gem your own! **Some photo's are virtually staged.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Niall Phelan (941-914-8589)
3402 SHINGLE OAK TER, SARASOTA, FL 34237
$155,00016 Days on yellowkey MLS ID: A4699722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 748 Built: 1972Monthly Fee: $210 Tax: $1,552 (2025)Community: Oakwood ManorMobile Home
Taxes:$1,552
Remarks: Charming, cozy, and move-in ready in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned park within Sarasota city limits—meaning NO LOT RENT! This delightful FULLY FURNISHED 2-bedroom, 2-bath bungalow-style home is proof that great things come in the perfect-sized package. Thoughtfully updated with quality improvements throughout, this home offers a desirable split-bedroom floor plan, abundant natural light, exceptional storage, and an inviting open-concept design. The added space of the living room push-out creates the perfect area for additional living or dining space, enhancing both comfort and functionality. The beautifully updated kitchen is designed for both functionality and style, featuring a built-in cooktop, built-in oven, overhead microwave, new refrigerator, garbage disposal, and ample cabinetry—making the most of every inch of space. The spacious front guest bedroom is highlighted by a large bay window that fills the room with natural light and is complimented by an en-suite bathroom and indoor laundry with stackable washer and dryer. A fully enclosed Florida room with newer windows and sliding glass doors provides approximately 120 square feet of additional living or entertaining space and features a convenient pass-through entrance to the front bedroom and guest bath, creating flexibility for guests, hobbies, or a relaxing sitting area. Major improvements provide peace of mind for years to come. Previous updates include vinyl siding, replacement windows, and the main sewer line (2018). Recent renovations include new leveling and support piers (10/2025), all new subflooring throughout the home, including the Florida room (10/2025), fresh interior paint, luxury vinyl plank flooring throughout the main living areas, and all new carpet in both bedrooms (11/2025), a complete new TPO roofover and new carport with additional tie-downs rated up to 150 mph (2/2026), new HVAC system, electrical panel, and meter base (3/2026), a new rear concrete patio (4/2026), and a newly constructed framed, vinyl-sided storage shed (6/2026). Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles.
Listing Agent: Angie Murph (941-404-8620)
4777 RINGWOOD MDW, SARASOTA, FL 34235
$449,00025 Days on yellowkey MLS ID: A4698631
0 Days Off yellowkey (back on 7/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 1980 Tax: $4,200 (2025)Community: Meadows TheSingle Family
Taxes:$4,200
Remarks: Virtually Staged. Gorgeous golf course views, beautiful updates and the peace of mind of hurricane-rated windows come together in this inviting home in The Meadows, a park-like oasis in a phenomenal location. A paver driveway, colorful tropical blooms and a charming front patio welcome you home. Inside, you’ll love the open, light-filled plan with oversized porcelain tile flooring, no popcorn ceilings and a stunning custom Kirkplan kitchen featuring solid-maple soft-close cabinetry, a spacious island, Bradshaw quartz countertops, newer stainless-steel appliances and a travertine mosaic backsplash. Hurricane-rated windows provide comfort, quiet and confidence, while the Florida room offers a perfect place to relax and take in tranquil golf course views framed by oak, mango, crepe myrtle and flamboyant royal poinciana trees. All just two blocks from the ice-cream shop and a short ride to all the fun The Meadows has to offer. On 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and access to a fitness center, junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, IKEA, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra and University Town Center: a favorite shopping, dining and entertainment destination. The residence features a 2023 A/C, newer appliances, a 2013 30-year shingle roof, hurricane-rated windows throughout and is above the floodplain in zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4925 PRIMROSE PATH, SARASOTA, FL 34242
$1,695,00055 Days on yellowkey MLS ID: A4695589
REDUCED by $100,000 (5.6%) on 07/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2609 Built: 1969 Tax: $16,475 (2025)Community: HarmonySpa: NoSingle Family
Taxes:$16,475
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 19,055 square feet — with almost 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private, resort-like sanctuary you have to see to believe. This home has been completely and thoughtfully updated — truly move-in ready with select furnishings included. New hurricane impact-rated windows and sliding doors (2023) provide both security and peace of mind, while the Tesla Solar System with battery backup delivers energy efficiency and independence. Step outside and discover your own private paradise. A tiki hut, freeform pool with cascading waterfall, and stunning outdoor living spaces make entertaining effortless, while your private dock with boat lift puts boating, fishing, kayaking, and paddleboarding right at your doorstep. The sheer size and lush privacy of this lot is a rare find — expansive, tranquil, and beautifully landscaped. No HOA. Just freedom, flexibility, and the Florida lifestyle at its absolute finest — minutes from the boutique shops, acclaimed dining, and laid-back charm of Siesta Key Village.
Listing Agent: Stephen Johnston (941-302-8080)
4516 LEGACY CT, SARASOTA, FL 34241
$399,900192 Days on yellowkey MLS ID: A4678435
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 2000Monthly Fee: $275 Tax: $4,766 (2025)Community: Golf VillasVilla
Taxes:$4,766
Remarks: Welcome to Heritage Oaks Golf & Country Club! This wonderful "Innverness" model golf villa is the perfect amount of space for both full time owners or seasonal residents. Nestled in a private, less traveled part of the neighborhood and located directly across the street from one of the five heated pools in the community, this lovely property features 2 bedrooms, 2 bathrooms, a den/study that can double as a third bedroom and an attached two car garage. Designed with both everyday living and entertaining in mind, the home features an open and airy layout filled with natural light. Spacious living and dining areas flow seamlessly, providing plenty of room to gather with friends and family. Large windows and sliding glass doors connect the interior to the outdoors allowing you to fully appreciate Florida's indoor-outdoor lifestyle. The owner has just replaced the A/C (2025) giving the new owner years of worry-free living. The kitchen is thoughtfully designed with ample cabinetry, generous counter space, and a functional layout that makes cooking and hosting effortless. The primary suite provides a peaceful sanctuary, complete with abundant closet space and a well appointed en-suite bath. One additional bedroom and a den/study provide flexibility for guests ensuring the home can expand when guests come to visit. Step onto the rear lanai and enjoy the oversized screened area with gorgeous, private views of preserves and nature. Enjoy time with a coffee in the morning and watch the abundance of wildlife that roam this Certified Audubon Neighborhood. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
6841 PORTER RD, SARASOTA, FL 34240
$549,00023 Days on yellowkey MLS ID: A4698980
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3035 Built: 1979 Tax: $3,422 (2025)Community: Shadow OaksSingle Family
Taxes:$3,422
Remarks: Under contract-accepting backup offers. Handyman Special! Sold to settle estate. A great opportunity for someone looking for a project that offers a gorgeous private acre lot in a very desirable central Sarasota location! Non deed restricted with gorgeous mature Oaks and a pond at the rear. Although recently occupied, the house does have a lot of wood rot and deteriorated siding and deferred maintenance throughout. The property is most likely not financeable. Bring your contractor to assess or buy it for the lot and build your dream home! Priced accordingly.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Scott Spencer (941-350-0029)
1115 SOUTHERN PINE LN, SARASOTA, FL 34243
$519,77730 Days on yellowkey MLS ID: A4698321
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1623 Built: 1980Monthly Fee: $3 Tax: $1,924 (2025)Community: Woods Of WhitfieldSpa: NoSingle Family
Taxes:$1,924
Elementary School: Florine J. Abel Elementary
Middle School: Electa Arcotte Lee Magnet
Remarks: Under contract-accepting backup offers. Welcome to this beautifully renovated pool home in the desirable Whitfield community. Situated on a spacious corner lot, this move-in-ready residence features 3 bedrooms, 2 bathrooms, and over 1,600 square feet of living space, offering an open, bright layout that's perfect for both everyday living and entertaining. The heart of the home is the stunning, fully updated kitchen featuring new shaker cabinetry, quartz countertops, a marble tile backsplash, and a complete stainless steel appliance package. Tile plank flooring flows throughout the home, complemented by fresh interior and exterior paint, new 5 1/2-inch baseboards, solid-core interior doors, updated lighting, and modern fixtures that create a clean, contemporary feel. Both bathrooms have been updated with stylish finishes. The primary suite offers a beautifully updated bath with a custom tiled walk-in shower, new vanity, fixtures, and glass enclosure, while the guest bathroom has also been thoughtfully renovated with all new finishes. Enjoy Florida living year-round in the screened lanai overlooking the newly resurfaced pool with updated tile (2026)—an ideal space for relaxing or entertaining family and friends. Additional recent improvements include a new roof (2025), new HVAC system (2024), new impact-rated windows/sliding glass doors/garage door (2026), new primary bedroom exterior door, along with a new pool filter housing and cartridge for added peace of mind. The two-car garage provides ample storage, while the refreshed landscaping, featuring shell, bark, and clusias, enhances the home's curb appeal. Conveniently located walking distance to a community park, just minutes from Downtown Sarasota, Sarasota-Bradenton International Airport, UTC Mall, University Parkway shopping and dining, world-renowned beaches, and countless golf courses, this home offers the perfect combination of quality, comfort, and location.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
1350 SIESTA BAYSIDE DR #1350B, SARASOTA, FL 34242
$949,000158 Days on yellowkey MLS ID: A4683073
REDUCED by $26,000 (2.7%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1988 Tax: $8,303 (2025)Community: Gulf & Bay Club BaysideSpa: NoCondo
Taxes:$8,303
Remarks: Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
3902 WILSHIRE DR #98, SARASOTA, FL 34238
$389,00040 Days on yellowkey MLS ID: A4697323
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 1986 Tax: $2,454 (2025)Community: Lakeshore VillageVilla
Taxes:$2,454
Elementary School: Gulf Gate Elementary
Remarks: Welcome to this beautifully updated villa that offers both luxury and comfort in a serene lakefront setting within the active 55+ community of Lakeshore Village. The open-concept living space seamlessly flows into the dining area and living room, where natural light pours in through multiple skylights, accentuating the stunning views of the lake. Throughout the villa, you’ll appreciate high-end finishes, including 20' diagonally laid ceramic tile and 8 inch crown and floor moulding throughout the home. The kitchen boasts a renovated tray and coffered ceiling with recessed lighting. It also comes with granite countertops, stylish backsplash and updated wood cabinets. The bathrooms have been remodeled with granite counters dual sinks and shaker-style vanities. The Primary suite offers serene lake views and dual walk-in closets. The AC was replaced in 2024. The lanai is fully enclosed with glass, and had AC vents added to the room when the AC was replaced, for cooling efficiency. The room features pocket sliding doors creating some separation and privacy from the rest of the house if used as a possible holiday 3rd bedroom. If you are a snowbird or just enjoying traveling, the worry-free lifestyle of maintenance free living is sure to please. Community amenities include heated saltwater pool, large clubhouse, 2 tennis courts, 2 pickleball courts along with a host of individual and group activities, all in a pet free environment. Meticulously maintained, Lakeshore Village is centrally located within 15-20 minutes of Siesta Beach, I-75, downtown Sarasota and University Town Center, numerous restaurants, healthcare providers and so much more. This villa is truly a must-see, offering both elegance and functionality with the added bonus of lakefront living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Steve Prescott (941-374-1994)
813 IDLEWILD WAY, SARASOTA, FL 34242
$3,795,00054 Days on yellowkey MLS ID: A4694937
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4161 Built: 1969Monthly Fee: $17 Tax: $22,147 (2025)Community: Siesta Isles Unit 5Spa: YesSingle Family
Taxes:$22,147
Remarks: Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Lori Madden (941-780-8443)
8977 MIDNIGHT PASS RD #519, SARASOTA, FL 34242
$585,90054 Days on yellowkey MLS ID: A4694054
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1974 Tax: $6,490 (2025)Community: Sunrise Cove Sec 3Spa: NoCondo
Taxes:$6,490
Remarks: Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic views of Sarasota Bay and glimpses of the Gulf of Mexico beyond. From morning coffee to spectacular sunsets reflecting across the water, this exceptional 2-bedroom, 2-bath condominium offers a front-row seat to Sarasota's coastal beauty. Perched on the top level, this light-filled residence showcases expansive water views, abundant natural light, and an inviting floor plan designed for comfortable living and effortless entertaining. Watch sailboats glide across the bay, spot dolphins at play, and enjoy the ever-changing scenery from the comfort of your own home. Whether you're searching for a year-round residence, seasonal retreat, or investment in one of Sarasota's most desirable locations, this residence offers the perfect blend of luxury, convenience, and waterfront charm. Ideally located near world-renowned beaches, vibrant downtown Sarasota, exceptional dining, shopping, arts, and cultural attractions, you'll enjoy the very best of Florida's Gulf Coast lifestyle. Top Floor opportunities with sweeping bay views and Gulf vistas are rare. Experience elevated living where every day begins and ends with unforgettable views. If it can't get any better than this, January and Feburary are rented bringing immediate income to future owner!
Listing Agent: Amy Disalvo (941-780-8080)
1280 DOLPHIN BAY WAY #504, SARASOTA, FL 34242
$1,500,000126 Days on yellowkey MLS ID: A4686981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1840 Built: 1998 Tax: $11,483 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$11,483
Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.
Listing Agent: Robert Sherman (941-313-1301)
2521 WEBBER ST, SARASOTA, FL 34239
$545,00047 Days on yellowkey MLS ID: A4696363
REDUCED by $50,000 (8.4%) on 07/11/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1922 Built: 1957 Tax: $4,782 (2025)Community: South GateSingle Family
Taxes:$4,782
Remarks: Established furnished, turn-key vacation rental in the heart of Sarasota. This beautifully decorated 2 bedroom, 2 bathroom home has lots of natural ight and living space. Metal roof installed in 2011- resembling tile roof, fenced in backyard, stainless steel appliances, marble countertops, updated AC, water heater and garage door motor in large 2 car garage with built in storage cabinets. Minutes away from downtown and world renowned Siesta Key Beach. Optional HOA with access to Southgate pool.
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: William Kelly (941-685-4224)
4889 BRIGITTA DR, SARASOTA, FL 34241
$785,000279 Days on yellowkey MLS ID: N6141089
2 Days Off yellowkey (back on 7/11/2026)
REDUCED by $10,000 (1.3%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 1984Monthly Fee: $113 Tax: $10,463 (2024)Community: Foxfire WestSpa: YesSingle Family
Taxes:$10,463
Remarks: Nestled among mature trees, this home offers incredible potential to become your dream residence with some exterior updates and TLC. Situated on 2.3 acres in the highly desirable Fox Fire West, east of I-75 in Sarasota County, this property truly delivers on location, location, location. Located in a quiet cul-de-sac, the neighborhood features homes starting at $1.1M+. Enjoy the best of both worlds—country-style living while remaining close to everything. Home Depot, Publix, and Walmart are just 5 minutes away, and UTC Mall is only a 15-minute drive. The home features two fireplaces—one in the living room and one in the primary bedroom. The spacious primary suite includes three closets, a large walk-in shower, and a private two-level enclosed sauna. Sliding doors lead directly to the pool, with an additional set opening into a dedicated Jacuzzi room. Two bedrooms share a Jack-and-Jill bathroom, while a separate upstairs bedroom includes two walk-in closets, its own bathroom, and a private exterior entrance—ideal for an older child, guests, or a private retreat. Living and dining areas are an open-concept layout, complemented by an additional formal dining room. Three pocketing sliding glass doors open to an oversized covered pool and lanai with an eat-in area. Beyond the pool, a roofed gazebo with three wired ceiling fans provides the perfect outdoor gathering space. Once you experience this home and envision the possibilities with thoughtful updates or renovation, you’ll immediately see the exceptional value and potential it offers.
Listing is courtesy of: KAZ REAL ESTATE COMPANY (941-441-7661)
Listing Agent: Jim Kasmirski, Llc (941-441-7661)
4640 WEYBRIDGE #12, SARASOTA, FL 34235
$230,000196 Days on yellowkey MLS ID: A4677826
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1985 Tax: $2,785 (2025)Community: WeybridgeSpa: NoCondo
Taxes:$2,785
Remarks: This second floor unit, located in the desirable Meadows Community, is move in ready with Panoramic views of the golf course, lakes, and tree top views from the glassed-in lanai. Weybridge is walking distance from Benderson Park, Shopping & Dinning at the UTC, Mote Marine Aquarium and just a short drive to downtown Sarasota and the Gulf Beaches. The Community heated pool is resort style with a large paver deck with plenty of room for the many social events that Weybridge hosts during the year. Make this unit your full time home, seasonal home or a great investment property.
Listing is courtesy of: STOKES PROP MGMT & REAL ESTATE (941-355-4880)
Listing Agent: Gene Stokes (941-355-4880)
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