Location: Sarasota
Do Not Show Listings
864 41ST ST, SARASOTA, FL 34234
$449,00027 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,472
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been 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)
236 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$4,200,00027 Days on yellowkey MLS ID: A4694867
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3850 Built: 2027 Tax: $13,498 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,498
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this upcoming custom residence represents an exceptional opportunity to own brand-new luxury construction just steps from the energy of St. Armands Circle and minutes to the Gulf beaches. Blending refined coastal aesthetics with contemporary comfort, the home is being crafted to deliver an elevated Florida lifestyle with spacious interiors, sophisticated finishes, and beautifully integrated outdoor living spaces. Clean architectural lines and thoughtfully designed entertaining areas create a bright and inviting atmosphere throughout. Planned features are expected to include a designer kitchen with premium finishes and upscale appliances, spacious guest accommodations, private owner’s retreat, elevator access, and seamless indoor-outdoor flow to the resort-inspired pool and outdoor lounge areas. An upper-level observation deck is expected to capture beautiful water views and coastal sunsets, creating an ideal setting for relaxing or entertaining above the surrounding tropical landscape. Designed with a focus on both luxury and resilience, the residence is being constructed to current FEMA-compliant standards with elevated living spaces, impact-rated windows and doors, and modern construction methods intended to enhance durability, efficiency, and long-term peace of mind in a coastal environment. Positioned in one of Sarasota’s premier luxury waterfront and beachside communities, this residence places you near fine dining, upscale shopping, marinas, golf, and the renowned shoreline of Lido Beach while offering the quality and craftsmanship synonymous with Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
5202 FOXCROFT CT, SARASOTA, FL 34232
$375,00027 Days on yellowkey MLS ID: A4694840
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 916 Built: 1984 Tax: $3,862 (2025)Community: Cedar HollowSingle Family
Taxes:$3,862
Elementary School: Fruitville Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Perfectly positioned in the heart of Sarasota, this property offers the kind of location you’re searching for: centrally located, incredibly convenient, and still tucked within an established residential setting that feels private and peaceful. Situated on an oversized 0.64 acre lot with no rear neighbors, this 2 bedroom, 1 bathroom home offers a rare combination of space, privacy, and accessibility just minutes from everything Sarasota is known for. A covered front porch welcomes you inside where vaulted ceilings and an abundance of natural light create an airy and inviting feel throughout the main living spaces. The living room flows seamlessly into the dining area located just off the kitchen, creating an easy layout for both everyday living and entertaining. Sliding glass doors open to the expansive backyard, offering endless potential for outdoor living, gardening, pets, or simply enjoying the added privacy this oversized space provides. The 1 car garage adds additional storage and convenience. The home also features a brand NEW ROOF that is only one year old, offering added peace of mind for years to come. One of the biggest advantages of this location is its close proximity to both downtown Sarasota and Interstate 75, making commuting throughout Sarasota, Lakewood Ranch, Bradenton, and Tampa exceptionally convenient. Residents love being just minutes from University Town Center (UTC), home to upscale shopping, restaurants, entertainment, and one of the area’s fastest growing dining and nightlife scenes. Nearby Nathan Benderson Park has become a Sarasota favorite for walking trails, kayaking, rowing events, playgrounds, and outdoor recreation year round. This location also places you near some of Sarasota’s most loved destinations including Siesta Key Beach, Lido Key, St. Armands Circle, and the vibrant downtown arts district filled with waterfront restaurants, coffee shops, boutiques, galleries, and marina views. Grocery stores, fitness centers, medical offices, and everyday conveniences are all just minutes away. Whether spending the day at the beach, enjoying waterfront dining downtown, exploring Sarasota’s growing food scene, or simply relaxing in your own private backyard, this home offers the ideal balance of convenience, privacy, and Florida lifestyle living. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kaisen Mitchell (941-726-7657)
5619 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$515,00027 Days on yellowkey MLS ID: A4693474
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,802 (2025)Community: White Sands VillageCondo
Taxes:$4,802
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium features an open-concept design filled with natural light and generous living space, creating the perfect coastal getaway. The unit includes 2023 HOT WATER HEATER, 2024 RE-PIPED KITCHEN AND BATHROOMS, 2024 INTERIOR PAINT, 2024 AC, 2024 CEILING FANS, 2025 NEW LIGHTING IN MASTER BEDROOM AND MASTER BATHROOM, 2024 NEW FURNITURE AND TVS, 2024 NEW TILE FLOORING SECOND BEDROOM. The spacious primary suite offers an en-suite bath and ample closet space, while the guest bedroom provides flexibility for visitors, a home office, or additional rental accommodations. Move-in ready, this unit is ideal as a full-time residence, seasonal escape, or income-producing vacation rental. On-site management is available for both rentals and maintenance, adding convenience and peace of mind for owners and guests alike. Residents enjoy resort-style amenities including multiple laundry facilities, designated shaded carport parking spaces in addition to plenty of open guest parking, heated community pool, clubhouse, sauna, BBQ grills, private beach access, and boat docks available annually on a first-come basis. The property allows rentals every two weeks throughout the year, offering excellent income potential. Don't miss out on this exceptional Siesta Key lifestyle opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kadie Nolan (941-404-6192)
5780 MIDNIGHT PASS RD #B105, SARASOTA, FL 34242
$1,100,00027 Days on yellowkey MLS ID: A4693221
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $8,709 (2025)Community: Gulf & Bay ClubCondo
Taxes:$8,709
Remarks: Welcome to Gulf & Bay Club, an exclusive Gulf-front community located directly on the world-famous shores of Siesta Key Beach, celebrated for its crystal-clear turquoise waters and powder-soft white sand. This highly desirable ground-floor residence offers 2 bedrooms and 2 baths, surrounded by lush tropical landscaping that creates a private coastal retreat. Beautifully remodeled with warm coastal finishes and an inviting atmosphere, this spacious condo is designed for relaxed beachfront living. The open-concept living room and kitchen serve as the heart of the home, ideal for entertaining while enjoying serene views of the tropical grounds and partial Gulf views just beyond the sliding glass doors. Generously sized rooms throughout provide comfort and functionality, all with an effortless beachside feel. Set within a gated, resort-style community spanning more than 30 acres with 800 feet of pristine beachfront, Gulf & Bay Club offers an exceptional array of amenities, including three heated pools, eight tennis courts, a state-of-the-art fitness center and spa, racquetball and basketball courts, and an expansive clubhouse featuring a library and computer room. Multiple barbecue and picnic areas complete the ultimate Gulf Coast lifestyle experience.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
8005 DESOTO WOODS DR, SARASOTA, FL 34243
$599,00049 Days on yellowkey MLS ID: A4692173
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2157 Built: 2001Monthly Fee: $35 Tax: $3,096 (2025)Community: Desoto WoodsSingle Family
Taxes:$3,096
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Entered for Sales Data Only.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Molly Higdon, Llc (941-875-1722)
5026 CALLE MINORGA, SARASOTA, FL 34242
$899,00067 Days on yellowkey MLS ID: A4690532
REDUCED by $90,000 (9.1%) on 05/28/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1954 Tax: $11,005 (2025)Community: Mira Mar ExitSingle Family
Taxes:$11,005
Remarks: HUGE PRICE REDUCTION – SELLER SAYS BRING THE OFFER! *************** RARE OPPORTUNITY IN SIESTA KEY VILLAGE! Welcome to one of the most unique opportunities in Siesta Key Village. The seller is SERIOUS and the dramatic price reduction from $989,000 to $899,000 says it all. Rarely does a property with this location, flexibility, and potential become available in the heart of the Village. Just steps from world-famous Siesta Beach, boutique shopping, restaurants, nightlife, and endless foot traffic, this charming TURN-KEY FURNISHED cottage offers a rare blend of lifestyle, business opportunity, and investment potential. Zoned OPI (Office, Professional, Institutional), the possibilities are endless. Create the ultimate live/work space, professional office, boutique business, creative studio, wellness retreat, or investment property in one of Florida’s most desirable coastal destinations (buyer to verify intended use). The property features 3 bedrooms, 1 bathroom, a full kitchen, spacious Florida room, fresh interior paint, and a metal roof approximately 8 years old. A new shell driveway provides convenient on-site parking, a rare luxury in Siesta Key Village. The peaceful cottage setting feels private and tucked away while still being right in the center of all the energy and convenience the Village has to offer. Perfect for attorneys, therapists, architects, designers, consultants, entrepreneurs, investors, or anyone looking for a unique opportunity in an unbeatable location. Properties like this are nearly impossible to duplicate because you cannot recreate this location. Whether you are searching for a business opportunity, coastal retreat, income-producing asset, or long-term investment, this property offers unmatched walkability, flexibility, and future potential. Schedule your private showing today.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
350 S SHORE DR, SARASOTA, FL 34234
$7,480,00038 Days on yellowkey MLS ID: A4693355
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5099 Built: 1996 Tax: $39,074 (2026)Community: Sapphire Shores ResubSpa: YesSingle Family
Taxes:$39,074
Tax Year: 2026
Remarks: Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brandy Sheldon (941-724-0469)
3005 CHIANTI CT #103, SARASOTA, FL 34237
$189,000377 Days on yellowkey MLS ID: A4655693
REDUCED by $6,000 (3.1%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002 Tax: $2,469 (2024)Community: VillagioCondo
Taxes:$2,469
Elementary School: Tuttle Elementary
Tax Year: 2024
Remarks: Experience stylish living in this beautifully updated 1-bedroom unit located in a meticulously maintained, gated community just minutes from vibrant downtown. This home features renovated flooring, new appliances, fresh paint throughout, and elegant trim work including upgraded wall detailing and new base molding. The kitchen is equipped with a new tile backsplash, ample counter space, and a convenient built-in desk area—perfect for working from home. A brand-new bathroom adds a touch of luxury, while a new AC system will be installed this week (2025) for year-round comfort. The spacious primary bedroom flows seamlessly into the open-concept living space, with an additional office/computer niche for added functionality. A separate laundry room includes a brand new washer and dryer. Step outside onto your private lanai overlooking a tranquil pond, where you can unwind while watching ducks and native Florida birds. Enjoy resort-style amenities including a heated pool, tennis/pickleball court, fitness center, playground, dog run, and more. New roof already completed. This is Florida living at its finest!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
7880 PALM AIRE LN #205, SARASOTA, FL 34243
$179,000160 Days on yellowkey MLS ID: A4677161
REDUCED by $20,000 (10.1%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1977 Tax: $3,188 (2024)Community: Palm-Aire At Sarasota 8-ACondo
Taxes:$3,188
Remarks: REDUCED AGAIN!!!!! GREAT PRICE!!!!! Cheapest Condo In Palm Aire!!!! Beautiful Golf Course Views & Prime Location in Palm Aire Country Club....RARE OPPORTUNITY.... Welcome to this charming second-floor 2 bedroom, 2 bath pet friendly condo.... located in the highly desirable maintenance free Palm Aire Country Club Community. This bright and spacious 1118 sq ft. condo features an open floor concept with beautiful golf course views from the living room, dining room and bedroom, perfect for relaxation. Also there is a glass in porch to enjoy a nice cup a coffee watching the golfer in the morning or a cold glass of sweet tea in the afternoon. Inside, you’ll find tile in the entryway , durable vinyl flooring in the living room/dining room and newer carpet in the 2 bedrooms offering both comfort and practicality. The kitchen has hardwood cabinets and newer appliances including a washer and dryer. The bathrooms have also been updated . A MUST SEE!!!!! Community Amenities (No Membership Required) • Private community pool • Shuffleboard courts • Beautifully maintained grounds and walking areas Optional Country Club Memberships For the full Palm Aire lifestyle, optional membership includes access to: • Dining • Tennis • Pickleball • Golf • Resort-style swimming pool Fitness Center Conveniently located near biking trails, the UTC Mall, a variety of restaurants, the Sarasota-Bradenton Airport, I-75, and Sarasota’s world-famous beaches. This condo offers comfort, location, and a fantastic Florida lifestyle, making it an ideal full-time home, seasonal retreat, or investment property. Some of the photos are virtually staged.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Terry Davenport (941-961-5110)
5420 STARWOOD PL, SARASOTA, FL 34232
$399,900160 Days on yellowkey MLS ID: A4678412
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1184 Built: 1968 Tax: $4,301 (2025)Community: Ridgewood Estates 11 AddSingle Family
Taxes:$4,301
Elementary School: Brentwood Elementary
Remarks: GREAT HOME FOR THE FIRST TIME HOMEBUYER, 3 BEDROOMS 2 BATHS, ONE CAR GARAGE, VINYL FLOORING, IMPACT WINDOWS, REMODELED KITCHEN, NEW METAL ROOF, WATER FILTRATION SYSTEM, COVERED PATIO/LANAI, NICE FENCED BACKYARD, PAINTED IN NEUTRAL COLORS SEPARATE DINING/BREAKFAST AREA. GREAT LOCATION CLOSE TO SOPING CENTERS, HOSPITALS, EASY ACCESS TO I-75.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Hector Gomez, Llc (941-321-7164)
3005 Desoto Rd DESOTO RD, SARASOTA, FL 34234
$1,325,000193 Days on yellowkey MLS ID: A4675128
1 Days Off yellowkey (back on 5/27/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4342 Built: 2002 Tax: $11,165 (2024)Community: Desoto AcresSingle Family
Taxes:$11,165
Remarks: Under contract-accepting backup offers. Nestled in Sarasota's highly desirable Desoto Acres, this exceptional 4-bedroom, 3.5-bath estate offers serene living just minutes from UTC, downtown Sarasota, and premier Gulf coast beaches. Situated on nearly 2 acres of lush, private grounds, this 4,342 square foot home blends expansive indoor living space with outdoor escape and entertainment. The outdoor showpiece is the luxurious salt water infinity-edge pool, perfectly positioned to capture sunset views across the western horizon while relaxing under the solid wood pergola. Whether entertaining guests or unwinding at the end of the day, the outdoor space delivers a stunning backdrop worthy of resort style living. This custom, thoughtful layout features abundant natural light, generous living areas overlooking the infinity pool, an eat-in kitchen, and multiple gathering spaces. The home features natural travertine flooring and Taj Mahal quartzite surfaces throughout, adding a timeless, high-end aesthetic that enhances the living spaces with refined natural beauty. A perfect canvas for both relaxed family life and large-scale entertaining, this property offers a perfect balance of privacy, elegance, and resort-style living. This is Florida living at its finest — seamless indoor-outdoor flow and unforgettable views on a non-deed restricted lot.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Victor Maravi Passara (941-284-3356)
8250 HUGH ALISON PL, SARASOTA, FL 34240
$3,249,000244 Days on yellowkey MLS ID: A4669348
REDUCED by $246,000 (7.0%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5163 Built: 1995Monthly Fee: $369 Tax: $11,132 (2024)Community: Laurel Oak Estates Sec 09Spa: YesSingle Family
Taxes:$11,132
Elementary School: Tatum Ridge Elementary
Remarks: Set on a serene cul-de-sac within the prestigious Laurel Oak Estates, this custom-built residence captures the essence of Sarasota’s coveted golf-course lifestyle. Poised on nearly an acre with sweeping fairway and lake views, the home offers more than 5,100 square feet of beautifully designed living space enhanced by timeless architectural detail, modern functionality, and effortless indoor-outdoor flow. A private winding drive and manicured landscaping introduce the stately façade, where double entry doors open to a grand foyer with high ceilings and walls of large windows that fill the interiors with natural light. The spacious living and dining areas feature custom built-ins and millwork, with expansive sliders framing sunset views of the sparkling pool and golf course beyond. Perfect for entertaining, the gourmet kitchen combines rich wood cabinetry with granite countertops, a large center island, double ovens, built-in refrigerator, wet bar area, and casual dining nook overlooking the fairway. The adjoining family room offers a warm gathering space anchored by solid wood built-ins and a gas fireplace, with seamless access to the screened lanai for alfresco living. The primary suite is a private retreat with peaceful golf and water views, two custom walk-in closets, and a spa-inspired bath complete with soaking tub, separate shower, dual vanities, and private water closet. Three additional bedrooms, plus a fourth bedroom currently being used as den, provide ideal comfort for family and guests. The theater room is equipped with platform seating, custom cabinetry, 120” screen, surround sound, remote-controlled lighting, and 4K projector. A true highlight of the home is the second-floor bonus suite, currently used as an art studio, featuring vaulted tongue-and-groove ceiling, built-in desks, a full bathroom, and an expansive balcony capturing unforgettable sunset vistas across the course. The screened outdoor living area defines the Florida lifestyle, showcasing a heated pool and spa, outdoor kitchen, and multiple seating areas for relaxing or entertaining. Mature landscaping, accent lighting, and the home’s ideal southwest exposure create a tranquil backdrop year-round. Additional features include plantation shutters, central vacuum, a three-car side-entry garage with golf-cart parking, and a whole-house solar system offering efficiency and peace of mind. Nestled behind the gates of Laurel Oak Country Club, residents enjoy access to 36 championship holes of golf, tennis and pickleball courts, a junior Olympic pool, and a vibrant social calendar—all available with optional membership. Beyond the gates, you’re moments from Sarasota’s best amenities, including UTC Mall’s upscale shopping and dining, Nathan Benderson Park, and downtown Sarasota’s world-class arts, culture, and waterfront entertainment. Siesta Key and Lido Key beaches are within easy reach, completing the perfect blend of privacy, luxury, and convenience. With its exquisite craftsmanship, prime location, and inspiring golf-course vistas, this Laurel Oak Estates residence delivers the ideal balance of sophistication and relaxed Sarasota living—an exceptional opportunity for those seeking elegance within one of the region’s most prestigious gated communities.
Listing Agent: Roger Pettingell (941-387-1840)
1328 SIESTA BAYSIDE DR #1328C, SARASOTA, FL 34242
$714,000221 Days on yellowkey MLS ID: A4672183
REDUCED by $20,000 (2.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,699 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,699
Remarks: Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.
4735 WOODBROOK DR, SARASOTA, FL 34243
$329,90040 Days on yellowkey MLS ID: A4693683
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1080 Built: 2012Monthly Fee: $179 Tax: $4,024 (2025)Community: Woodbrook Ph ISingle Family
Taxes:$4,024
Elementary School: Robert E Willis Elementary
Remarks: Welcome to this beautiful 2-bedroom, 2-bathroom single-family home with a 2-car garage in the highly desirable gated Woodbrook community of Sarasota, FL 34243. Offering 1,080 square feet of thoughtfully designed living space, this move-in ready home combines modern upgrades, comfort, and low-maintenance Florida living in an unbeatable Sarasota location near University Town Center (UTC).Inside, you’ll find a bright open-concept floor plan filled with natural light, spacious living and dining areas, and a well-appointed kitchen ideal for both everyday living and entertaining. Recent upgrades include a brand-new AC system (2026) and brand-new luxury vinyl plank flooring throughout the home, with tile flooring in both bathrooms for added durability and style. The private primary suite features an en-suite bathroom and generous closet space, while the split-bedroom layout offers flexibility for guests, family, or a home office.Enjoy peaceful outdoor living in a beautifully maintained gated neighborhood featuring a community pool and playground, perfect for enjoying the Florida lifestyle year-round. Located in Flood Zone X, this property offers added peace of mind with low flood risk.Ideally located just minutes from UTC shopping and dining, Nathan Benderson Park, Sarasota-Bradenton International Airport, downtown Sarasota, Lakewood Ranch, and the world-famous Gulf Coast beaches including Siesta Key and Lido Key. With convenient access to I-75, this home places shopping, restaurants, golf, entertainment, and top Sarasota attractions right at your fingertips.Whether you’re searching for a primary residence, seasonal retreat, retirement home, or investment property in Sarasota, this Woodbrook home offers exceptional value in one of Sarasota’s most convenient and desirable 34243 communities.
Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)
Listing Agent: Jennifer Herman (941-957-4663)
3538 65TH AVENUE CIR E, SARASOTA, FL 34243
$339,900326 Days on yellowkey MLS ID: TB8391530
REDUCED by $5,000 (1.4%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1217 Built: 1988Monthly Fee: $29 Tax: $4,150 (2024)Community: Centre LakeSingle Family
Taxes:$4,150
Remarks: Check out this 3 bedroom 2 bath 2 car garage home in Centre Lake. Great water views from nearly every room adds to the quiet enjoyment of this home. All remodeled with a large living room and an open kitchen as well a split plan layout and a master bedroom/master bath. A 2 car garage and many updates throughout enhance this home. Close to all the activities of Sarasota and Bradenton. Come chek it out.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Dave Liddle (727-422-2564)
2902 CAPTIVA GARDENS DR #3, SARASOTA, FL 34231
$259,90046 Days on yellowkey MLS ID: A4692905
REDUCED by $20,000 (7.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975Monthly Fee: $621 Tax: $2,243 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$2,243
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Flooring*Hurricane Windows*Kitchen Appliances*Interior Freshly Painted*Walk-in Tub/Shower*LG Washer all in on*Recessed lighting & More! This villa has Coastal Fixtures and Decor and the furniture is optional! The layout is wonderful with two distinct living areas, providing ample space for relaxation and entertainment. Beautiful shell landscaping with decorative pots and a Lanai with a brick patio, which is a great place to unwind. Residents have full access to the Pool and the well maintained Clubhouse that is perfect for events and social gatherings with all of the friendly neighbors. The pool offers a refreshing escape and is ideal for soaking up the Florida sun or doing a leisurely swim. The location of this community is superb and it is within minutes to World Renowned Siesta Key Beaches, Gulf Gate Library, Legacy Trail, Gulf Gate Shops and Restaurants, Several Fitness Centers, A+ Schools and Shopping. UTC Mall is only 20 minutes away, as well as cultural downtown Sarasota with great nightlife, fine restaurants, opera, movie theaters and more. The one car garage is an added bonus that provides not only parking convenience but also adds additional storage options. You'll love living in sought-after South Sarasota. Whether you want to explore local parks, shop, hop on over to Siesta Key or take a walk or bike ride ... South Sarasota always has something to do. Make this one yours but don't wait!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
7755 PINE TRACE DR #7755, SARASOTA, FL 34243
$379,90064 Days on yellowkey MLS ID: A4690016
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1605 Built: 1988 Tax: $4,683 (2025)Community: Pine TraceVilla
Taxes:$4,683
Remarks: Fully Furnished | Turnkey Living in Palm Aire's Pine Trace. Welcome to 7755 Pine Trace Drive a beautifully maintained, fully furnished 3-bedroom, 2-bathroom residence offering 1,605 square feet of effortless Florida living in one of Sarasota's most desirable communities. Step inside to an open-concept living area that's move-in ready and thoughtfully appointed for both everyday comfort and easy entertaining. The modern kitchen features contemporary appliances and generous counter space ideal for anyone who loves to cook and gather. Three well-sized bedrooms provide private retreats for family or guests, and the attached 2-car garage delivers both secure parking and valuable storage. Extensively Updated in 2024: New A/C, refrigerator, stove, microwave, garbage disposal, garage door, washer, dryer, lighting, ceiling fans, blinds, and a brand-new steam room in the pool area. Roof replaced in 2021. This home has been meticulously cared for buy with confidence. The Pine Trace Community offers a tranquil, beautifully landscaped setting with a friendly neighborhood feel. Nearby Palm Aire Country Club is a private, member-owned equity club featuring golf, tennis, padel, pickleball, visual arts programming, food and wine events, gardening groups, and active social card clubs. Four equity membership options are available. Location is everything. Minutes from University Town Center with 100+ specialty stores and 20+ restaurants. Easy access to downtown Sarasota's acclaimed dining scene, Sarasota Opera House, and world-class cultural destinations including The Ringling Museum. Beach days are just a short drive to Lido Key's white sand shores, St. Armands Circle shopping and dining, or legendary Siesta Beach consistently ranked among the best beaches in the country. Comfort, convenience, and the best of the Sarasota lifestyle all waiting for you at Pine Trace.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
526 N SPOONBILL DR, SARASOTA, FL 34236
$8,800,000195 Days on yellowkey MLS ID: A4674712
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5287 Built: 2026Monthly Fee: $89 Tax: $10,057 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$10,057
Remarks: One or more photo(s) has been virtually staged. Under Construction. Welcome to a rare opportunity on iconic Bird Key—an exquisite, Fortified Gold Standard residence masterfully crafted by Dynan Construction, Sarasota’s premier luxury builder. This architectural masterpiece seamlessly blends elevated coastal design with structural integrity, refined interiors, and resort-level amenities across 5,287 sq. ft. of sprawling interior living space. From the moment you enter, every detail speaks of thoughtful craftsmanship and timeless luxury. A private elevator offers effortless access to all levels, while an impressive glass-enclosed wine room serves as a sculptural centerpiece—perfect for showcasing your collection. Step outside to your private resort—an extraordinary resort-style pool and grotto spa designed to extend your interior living experience into a true outdoor sanctuary. The custom pool features oversized sun-shelf, cascading water features, ambient LED lighting, and integrated seating areas, all crafted to mirror the luxury of a five-star coastal retreat. Tucked beneath natural stone formations, the grotto spa offers a sheltered, tranquil escape with spa jets, mood lighting, and a cave-like ambiance that elevates relaxation to an art form. The home’s open-concept floor plan flows with intentionality, allowing natural light to fill each room while preserving privacy and warmth. Expansive living and dining spaces overlook lushly curated grounds, enhanced by a premium landscape package featuring mature palms, tropical botanicals, and tranquil outdoor living zones ideal for year-round enjoyment. Built to the highest standards, this residence is certified Fortified Gold, delivering unmatched resilience, superior engineering, and long-term protection—setting a new benchmark for luxury coastal construction on Bird Key. Located in one of Sarasota’s most exclusive waterfront communities, this home places you at the center of everything Sarasota is celebrated for. A short stroll or bike ride brings you to the newly reimagined 2026 Bird Key Yacht Club, offering world-class dining, boating, fitness, and social amenities. Minutes away are the white-sand shores of Lido Beach, the boutique shopping and dining of St. Armands Circle, and the vibrant arts and cultural scene of downtown Sarasota—including the Sarasota Opera, Asolo Repertory Theatre, Marie Selby Botanical Gardens, and The Ringling Museum. Bird Key is more than a neighborhood—it’s a lifestyle defined by elegance, prestige, and convenience. This exceptional Dynan-built estate presents a rare opportunity to own a home where luxury, craftsmanship, and location converge.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900328 Days on yellowkey MLS ID: A4658164
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1440 Built: 2006 Tax: $8,759 (2024)Community: Rivo At RinglingSpa: YesCondo
Taxes:$8,759
Remarks: One or more photo(s) has been virtually staged. Offering an unmatched combination of structural peace of mind, a walk-to-everything downtown lifestyle, and rare perks like two secure parking spaces, this meticulously updated residence represents the ultimate value play in Sarasota’s luxury market and demands an in-person tour. DOWNTOWN VALUE & PRIME LOCATION | 2-BR + DEN | SECURE MODERN CONSTRUCTION For the buyer seeking the perfect intersection of strong value, a walk-to-everything location, and the structural integrity of a newer building, Residence #703 at Rivo at Ringling delivers on every front. Built in 2006, this 16-story contemporary tower stands out in downtown Sarasota for its modern concrete construction, excellent building health, and a fully funded reserve—offering rare peace of mind and long-term financial security. Encompassing just 106 residences around a dramatic, light-filled central atrium, Rivo offers an intimate, well-managed community feel with lower fees and better value per square foot than surrounding new construction, all while placing you steps from the city's best dining, theater, and waterfront. Inside, this meticulously updated 2-bedroom plus den, 2-bathroom residence offers an effortless, move-in-ready transition with both bedroom sets fully included in the sale. The bright, open-concept floor plan features a freshly modernized chef’s kitchen with sleek quartz countertops, a full-height seamless backsplash, custom stacked cabinetry, and stainless steel appliances. Expanses of glass open to an impressive, oversized 20x9-foot north-facing terrace, extending your living space outdoors for alfresco dining against a backdrop of the city skyline and a glimpse of Sarasota Bay. This split-bedroom layout ensures maximum privacy for guests, while the flexible custom den easily functions as a home office, media room, or a third sleeping space. Serving as a quiet retreat, the primary ensuite is complete with direct terrace access, a large walk-in closet, and a spa-inspired ensuite bathroom featuring a frameless glass shower and premium modern finishes. Practical efficiency and convenience are woven throughout the property, from the interior peace of an exterior-facing AC closet with a UV air-purifying system to a wealth of rare downtown parking assets. This residence includes an exceptionally rare commodity in downtown living - two oversized, under-building parking spaces in a secure gated garage! Also included is a private storage room, secure bike and kayak storage, and available EV charging stations. Rivo at Ringling further elevates its value proposition with resort-style amenities, including concierge services, a heated pool and spa with a sun deck, a covered grilling terrace, a state-of-the-art fitness center, and a pet-friendly policy with flexible rental guidelines. Combining a high-quality newer build, fully funded financial health, and a partially furnished (bedrooms only) head start in the heart of downtown, this residence represents an unmatched value play in Sarasota’s luxury market. Easy to view and easier to fall in love with Rivo and this 7th floor property.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
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