Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
770 S PALM AVE #1201, SARASOTA, FL 34236
$699,000153 Days on yellowkey MLS ID: N6142129
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1636 Built: 1975Monthly Fee: $1,400 Tax: $12,394 (2025)Community: Embassy HouseCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,394
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Perched on the 12th floor as a coveted end unit in the iconic Embassy House, this 2-bedroom, 2-bath condo offers sweeping panoramic views of Selby Gardens, Sarasota Bay, Bayfront Park, and downtown Sarasota. Windows replacement in 2006. Abundant natural light fills the open living and dining areas, creating a bright, inviting atmosphere. Embassy House features recently updated common areas that seamlessly blend modern enhancements with its signature mid-century modern architecture. Residents enjoy resort-style amenities including a saltwater pool, fitness center, catering kitchen, outdoor grilling area, concierge service, on-site management, EV charging, and bike storage. Just steps from Palm Avenue’s Gallery Row, Selby Gardens, fine dining, and minutes from world-class beaches, this exceptional residence offers an unmatched blend of luxury, location, and lifestyle.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Chris Price (941-284-8008)
3922 COCHISE TER,, SARASOTA, FL 34233
$450,0007 Days on yellowkey MLS ID: A4695002
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1300 Built: 1979 Tax: $4,036 (2025)Community: SouthridgeSingle Family
Taxes:$4,036
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Location. Location. Friendly neighborhood of Winding Woods This beautifully maintained 3-bedroom, 2-bathroom. House was completely renovated. Kitchen has granite counter tops and island. Solid wood cabinetry and stainless steel appliances. Don’t miss the opportunity to own your dream home in the heart of Sarasota. Centrally located just minutes from shopping, Dining, Beaches, I-75, A-rated school districts (Ashton Elementary
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Vivian Iskander (850-766-5046)
5202 FOXCROFT CT, SARASOTA, FL 34232
$375,0007 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
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)
3119 ROSE ST, SARASOTA, FL 34239
$625,00012 Days on yellowkey MLS ID: A4694570
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1132 Built: 1968Monthly Fee: $8 Tax: $5,566 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,566
Elementary School: Wilkinson Elementary
Remarks: This beautifully renovated South Gate home is the definition of move-in ready. Freshly updated from top to bottom, this mid-century gem combines timeless style with modern comfort in one of Sarasota’s most desirable neighborhoods. Step through the striking new front door into a bright, welcoming living space featuring gleaming polished terrazzo floors, a charming bay window, and an effortless open-concept layout. New recessed LED lighting throughout adds warmth and sophistication to every room. The stunning kitchen is both stylish and functional, showcasing quartz countertops, a pearl tile backsplash, a spacious island, and new Samsung appliances. An inviting eat-in area overlooks the large screened lanai, while glass French doors create the seamless indoor-outdoor living experience that makes mid-century homes so special. Whether gathering around the island or hosting dinner in the adjacent dining space, this home was designed for entertaining. The thoughtfully updated bedrooms and bathrooms continue the home’s fresh, clean aesthetic, while the oversized indoor laundry room offers abundant storage, new Samsung washer and dryer, and durable epoxy flooring. Outside, the expansive screened lanai and newly refinished pool create the perfect private retreat. With new pool equipment and plenty of outdoor space for relaxing or entertaining, the backyard is ready to impress. Major upgrades include a new metal roof, impact windows and doors, newer AC system, all-new plumbing, and a newer hot water heater — offering peace of mind for years to come. Located in the highly sought-after South Gate neighborhood, this home places you just minutes from Sarasota’s world-famous beaches, vibrant downtown, shopping, dining, and easy freeway access — all within 10 minutes. A renovation this exceptional is rare. Don’t miss your opportunity to make this stunning Sarasota home yours.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Thomas Arthur, Iii (941-400-7970)
5619 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$515,0007 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
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
$1,100,0007 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)
5026 CALLE MINORGA, SARASOTA, FL 34242
$899,00047 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)
4541 CHARING CROSS RD, SARASOTA, FL 34241
$519,90027 Days on yellowkey MLS ID: TB8506161
REDUCED by $10,000 (1.9%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2160 Built: 1978Monthly Fee: $29 Tax: $3,771 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,771
Elementary School: Lakeview Elementary
Remarks: Welcome to 4541 Charing Cross Road, a beautifully maintained 3-bedroom, 2-bath pool home offering just under 2,200 heated square feet in the highly desirable Bent Tree Village golf course community. Situated on an oversized quarter-acre lot, this property backs directly to the golf course and offers exceptional privacy, mature landscaping, and peaceful views. With LOW HOA DUES, NO CDD FEES, optional country club membership, and a whole-home water filtration system, this home delivers the perfect blend of comfort, convenience, and lifestyle. French wood doors welcome you into the foyer, where abundant natural light and thoughtfully designed living spaces create an inviting atmosphere throughout. The home features tile flooring in the foyer, kitchen, family room, breakfast nook, and wet areas, while the bedrooms and formal living/dining room combination showcase luxury vinyl plank flooring. Plantation shutters adorn every window, and all windows have been upgraded to impact-resistant double-pane windows for added energy efficiency and peace of mind. The kitchen is designed with both functionality and style in mind, featuring Corian countertops, stainless steel appliances, an undermount sink, a beautiful backsplash, and a large built-in pantry for ample storage. The breakfast nook overlooks the family room, creating an open and inviting layout that is perfect for both everyday living and entertaining. The spacious family room is anchored by a stunning stone wood-burning fireplace, creating the perfect gathering space. Multiple sets of sliding glass doors from the kitchen, living room, and primary suite seamlessly connect the indoor living areas to the covered lanai and screened pool area complete with a pool heater. Surrounded by lush tropical landscaping, the backyard offers a private retreat ideal for entertaining or relaxing year-round. The generously sized primary suite features private access to the lanai, dual closets including a walk-in closet and built-in closet, and an en-suite bathroom with double vanities and a beautifully tiled walk-in shower. The split-bedroom floor plan provides added privacy, with two additional bedrooms and a full guest bathroom located on the opposite side of the home. Additional updates include a 2019 HVAC system, updated electrical in 2018, and a reinforced garage door installed in 2018. Residents of Bent Tree Village enjoy access to a community lake for small boats and fishing with permit, along with optional golf and country club amenities. Located within an A-rated school district, with the elementary school just a short golf cart ride away, this home also offers convenient access to I-75, shopping, dining, Gulf beaches, and world-class healthcare facilities.
Listing is courtesy of: ASSIST 2 SELL THE ESHACK TEAM (813-400-1395)
Listing Agent: Aaron Eshack (813-917-3765)
201 HONORE AVE, SARASOTA, FL 34232
$549,0008 Days on yellowkey MLS ID: A4694437
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1581 Built: 1979 Tax: $2,957 (2025)Community: Green AcresSpa: NoSingle Family
Taxes:$2,957
Remarks: Welcome to this stunning designer-renovated pool home offering modern contemporary style, exceptional privacy, and flexible living in one of Sarasota’s most convenient locations — just minutes from UTC Mall, downtown Sarasota, premier dining, golfing, and the area’s renowned beaches. Thoughtfully reimagined with custom finishes throughout, this single-story residence blends clean architectural design with comfortable everyday living. Inside, you’ll find 2 bedrooms plus a striking glass-enclosed office that creates a dramatic focal point while maintaining the home’s bright, open-concept feel. The showpiece kitchen was designed for entertaining, featuring an oversized waterfall island with additional storage, solid wood cabinetry, granite countertops, premium appliances, wine/beverage refrigerator, designer lighting, and seamless flow into the expansive living and dining areas. A sleek modern electric fireplace and custom inset designed to accommodate up to an 85-inch TV elevate the main living space. The private primary suite offers custom walk-in closet shelving and a beautifully renovated spa-inspired bathroom with an oversized walk-in shower and dual vanity. Step outside to your own private backyard retreat featuring a resurfaced heated pool, expansive screened lanai, covered outdoor dining area, updated landscaping, new pool lighting, fenced yard, front courtyard, and dedicated boat/RV parking space. The detached 2-car garage includes additional air-conditioned flex space perfect for a home gym, studio, workshop, guest overflow, or hobby room. The options are limitless. Additional upgrades include: • Smart-home technology throughout • Front Courtyard • Back and side yards are fenced • Newer roof • Brand-new septic system • New flooring throughout • New lighting, doors, baseboards, and custom millwork • Custom window shades • Fresh interior and exterior paint • Oversized 2 car garage with workshop/storage space No HOA restrictions — bring your boat, recreational vehicles, or outdoor toys. Ample parking in garage and driveway. Also includes RV electrical hookup in garage. Main residence offers approximately 1416, sq. ft. under air and 1,951 sq. ft. under roof, plus approximately 165 sq. ft. of additional air-conditioned flex space off the garage as well as an oversized 2 car garage. A complete list of renovations and smart-home features is available upon request. This home can go conventional, FHA or VA financing if you are considering different mortgage options.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
8335 BARTON FARMS BLVD, SARASOTA, FL 34240
$799,90075 Days on yellowkey MLS ID: A4686596
REDUCED by $40,099 (4.8%) on 05/06/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3474 Built: 2001Monthly Fee: $225 Tax: $4,452 (2025)Community: Barton Farms, Laurel LakesSingle Family
Taxes:$4,452
Elementary School: Tatum Ridge Elementary
Remarks: One or more photo(s) was virtually staged. Rare. Refined. Ready. This is the home Sarasota buyers have been waiting for a meticulously maintained, one-owner estate in the coveted gated enclave of Laurel Lakes, where properties of this caliber almost never come to market. Set on an oversized lot approaching a third of an acre, the panoramic lake views are nothing short of breathtaking morning coffee on the lanai, sunset dinners al fresco, every day feels like a retreat What Makes This Home Exceptional. A brand-new barrel tile roof (an $65,000 improvement, completed August 2025) means the next owner inherits zero deferred maintenance and maximum peace of mind a rare gift in today's market. Inside, the thoughtfully renovated chef's kitchen is the heart of the home: natural gas cooktop, gleaming new quartz countertops, an expansive center island, and an open flow into the spacious family room that makes entertaining effortless. The layout is uncommonly versatile 6 bedrooms plus a 17×15 bonus room (ideal as a 6th bedroom, home office, or media suite), 4 full baths, formal living and dining rooms, and a spa-inspired primary suite featuring dual vanities, a walk-in shower, jetted soaking tub, and a walk-in closet that will impress even the most selective buyer. Live Like Every Day Is a Vacation Step through the oversized screened lanai into your private outdoor oasis — a summer kitchen, extended cage, and sweeping lake views that never get old. The circular driveway and 2.5-car garage ensure there's room for every vehicle and every guest. A Community That Completes the Lifestyle Laurel Lakes delivers resort-style amenities at a fraction of the cost: heated pool & spa, fitness center, pickleball courts, and a clubhouse — all with low HOA fees and no CDD. This is the sweet spot buyers rarely find. And the location? Minutes from Siesta Key Beach (consistently ranked among the nation's best), A-rated Tatum Elementary School, Rothenbach Park, upscale dining, and a brand-new Publix just five minutes away. The Bottom Line At $237/SF for a move-in ready, upgraded, gated-community home in one of Sarasota's most sought-after corridors — this is exceptional value that is difficult to replicate. The home is vacant, immaculate, and priced to move. Don't wait. Opportunities like this don't linger.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
5420 STARWOOD PL, SARASOTA, FL 34232
$399,900140 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)
8250 HUGH ALISON PL, SARASOTA, FL 34240
$3,249,000224 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
Tax Year: 2024
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)
4926 PRESTON WAY, SARASOTA, FL 34232
$449,90013 Days on yellowkey MLS ID: A4694417
1 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1552 Built: 1986 Tax: $3,475 (2025)Community: Cedar Hollow Unit 3Single Family
Taxes:$3,475
Remarks: Under contract-accepting backup offers. Home is that special place where comfort is found and memories are made. This beautifully updated residence in one of Sarasota’s convenient, established neighborhoods—with spacious lots, and a true sense of community. BE SURE TO CHECK OUT THE VIRTUAL TOUR. No HOA restrictions mean this home offers the freedom to truly make it your own, whether enjoying outdoor gatherings or hooking up the boat for a well-deserved weekend of relaxation on the bay and Gulf waters that Sarasota is known for. Proximity to top-rated schools, everyday shopping and dining, major roadways, and world-class Gulf beaches make daily life effortless while staying connected to everything Sarasota has to offer. Discover why homes in Cedar Hollow do not typically last long. This inviting single-family home, situated on a corner lot, offers approximately 1,552 square feet of thoughtfully designed living space, featuring high ceilings, three bedrooms, two bathrooms, and a versatile bonus room ideal for a home office, hobby area, or flexible living. Fresh updates throughout create a move-in-ready home, so weekends aren’t spent on repairs. If an outdoor shop or accessory building is in your plans, there is plenty of room for a bold plan, and the corner lot is perfect for secondary access. Privacy is usually high on buyers’ priority lists of “must have” items, so the dead end that just a short distance beyond is a definite plus. Inside, the open, light-filled layout showcases beautiful tile flooring in the main living areas (updated 2020) and new vinyl flooring in the bedrooms (2025). The heart of the home is the spacious kitchen, equipped with brand-new Samsung Bespoke appliances (2025), elegant granite countertops, rich wood cabinetry, and a functional island—perfect for casual meals and entertaining. Adjacent dining and living spaces flow seamlessly. The primary bedroom serves as a peaceful retreat, while the additional bedrooms offer flexibility for family, guests, or personal use. Updated bathrooms provide everyday convenience and contemporary finishes. Step outside to enjoy Florida living at its finest: a fully vinyl-fenced backyard (2024) with fresh landscaping (2025), plus a spacious 10x16 permitted shed complete with insulation and air conditioning—ideal for storage, a workshop, or a private escape. Additional recent enhancements include hurricane-impact windows and doors (2019), a newer roof (2022), an HVAC system (2021), a water heater (2021), a reverse osmosis water system (2024), a freshly painted exterior (2025), an updated garage door opener (2025), and new gutters (2025). A one-car garage and ample parking complete the practical appeal. Siesta Key beach is just 15 minutes away. The interstate, UTC Mall, Benderson Park, along with all the shopping, and an endless selection of dining options, are all within 10 minutes. This residence stands out for its thoughtful updates, low-maintenance design, and unbeatable location in a vibrant Sarasota community. A wonderful opportunity for comfortable, worry-free living in a highly desirable area. Schedule your private showing today!
Listing is courtesy of: SARASOTA REAL ESTATE GROUP (941-922-8400)
Listing Agent: John Woodward (941-922-8400)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,00049 Days on yellowkey MLS ID: A4689977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing Agent: Barbara May (404-822-9264)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900308 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
Middle School: Booker Middle
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)
206 HOURGLASS WAY #V10, SARASOTA, FL 34242
$640,00025 Days on yellowkey MLS ID: A4690141
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1462 Built: 1968Monthly Fee: $1,793 Tax: $5,579 (2025)Community: Whispering SandsVilla
Taxes:$5,579
Remarks: Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FULLY FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
3052 WEBBER ST, SARASOTA, FL 34239
$525,00077 Days on yellowkey MLS ID: A4685956
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (1.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2141 Built: 1964Monthly Fee: $17 Tax: $5,101 (2025)Community: South GateSingle Family
Taxes:$5,101
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into a piece of Sarasota charm where timeless character meets peace of mind. This lovingly maintained 1964 South Gate gem has been cared for by its original owner and is now ready to welcome its next chapter. Inside, you’ll find a functional split floor plan featuring three bedrooms and two full baths, offering both privacy and flexibility for everyday living. The home feels like a step back in time—in the best way—full of warmth, nostalgia, and the kind of solid construction you just don’t see anymore. Important updates provide confidence where it matters most, including a whole-house re-pipe in 2018, A/C replaced in 2020, and a roof from 2011. Connected to central sewer, this home combines classic appeal with essential modern improvements. Enjoy relaxing mornings or quiet evenings on the back porch, and take advantage of the oversized two-car garage with plenty of room for storage, hobbies, or extra space. Whether you’re looking to preserve its vintage charm or update it to your own style, this South Gate beauty is a rare opportunity to create something truly special in a centrally located, established neighborhood. Homes like this don’t come along often—schedule your private showing today and imagine the possibilities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mary Jo Violett (941-928-8474)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00082 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
Remarks: Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath WATERFRONT residence offers an exceptional blend of comfort, style, and boating convenience in one of the island’s most desirable locations. A spacious screened lanai overlooking the water creates the perfect setting for morning coffee, evening cocktails, and enjoying serene coastal breezes year-round. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. Each spacious bedroom includes its own en-suite bath, providing privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms (2022–2023), kitchen enhancements completed in 2023, updated lighting throughout, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional upgrades include a new water softener and water pressure pump installed in 2025 for enhanced functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
4317 MIDNIGHT PASS RD, SARASOTA, FL 34242
$9,500,00022 Days on yellowkey MLS ID: A4690271
Bed: 5 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 7116 Built: 2008Monthly Fee: $125 Tax: $60,490 (2025)Community: Cocoanut BayouSpa: NoSingle Family
Taxes:$60,490
Remarks: One or more photo(s) has been virtually staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the art of living beautifully. Deeply set on nearly one private acre along the tranquil Coconut Bayou, this gated 4-bedroom architectural masterpiece unfolds across multiple stories with absolute privacy, lush tropical splendor, and grounds generous enough for a pickleball court — all anchored by a fully separate guest house for family and friends who will never want to leave. From the moment the gates open, life here feels different. A breathtaking composition of glass, steel, and sculptural lines soars beneath dramatic ceilings, with natural light pouring through at every angle — whether that’s a lazy Sunday morning or a dinner party in full swing. Rise by private elevator or ascend the sweeping steel-and-glass staircase to the crown jewel of this residence: a 2,500 sq. ft. rooftop terrace, where the Siesta Key lifestyle reaches its absolute peak. Panoramic views sweep across Siesta Key, the downtown Sarasota skyline, and the shimmering waterways below — this is where memories are made. At the water’s edge, a brand-new dock on order, a double jet ski lift, and a dedicated kayak and paddleboard launch await — with direct, bridge-free access to the Intracoastal and the open Gulf beyond. This is the rare address that refuses to make you choose: the serenity of bayfront living, the thrill of open-water boating, and the privilege of private deeded beach access to the shores of Siesta Key — all from a single extraordinary estate. Designed with both beauty and resilience in mind, the residence sits impressively high and dry above the Bayou. Even through recent storms, the property remained untouched by flooding — including the pool area — offering a rare sense of peace of mind along Sarasota’s waterfront. The primary suite is a private world of its own — featuring a dedicated office/loft or exercise room, two custom walk-in closets, and a private balcony suspended above the Bayou. At the center of it all, an indulgent Champagne Jacuzzi infinity bathtub transforms every evening into a spa retreat. Downstairs, entertaining flows as naturally as conversation — from a dedicated movie theater room to tiered outdoor patios crowned by a spectacular summer kitchen, an open saltwater pool, and glowing fire bowl accents that keep the night alive. In the kitchen, Italian custom cabinetry, top-tier appliances, a service pantry, and a private wine cellar come together in a space as pleasurable to cook in as it is to gather around. Garage parking for five vehicles and separate guest quarters complete an offering with virtually nothing left to wish for. Minutes from The Out-of-Door Academy, Siesta Key Village, and Siesta Beach — this is not just an address. It is a life you’ll never want to leave.
Listing Agent: Gigi Kuster (941-400-7006)
3269 BENEVA RD #102, SARASOTA, FL 34232
$155,000174 Days on yellowkey MLS ID: A4674580
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Monthly Fee: $438 Tax: $1,484 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$1,484
Remarks: If you have been searching for a home that offers both comfort and a true feeling of community, this one stands out from the rest. Welcome to this inviting first-floor condo in the well-established community of Village Brooke. The home features an alluring kitchen with stunning counters and a pass-through bar top to the adjacent dining room, durable ceramic tile flooring, a generously sized bedroom with a walk-in closet, an assigned on-site storage unit, and a private, south-facing screened lanai that provides cool shade in the summer and gentle warmth in the winter. In addition to the full-scale updates made by the previous owner, the current owner has recently replaced the air conditioning system and dishwasher. Located just across from the Village Green public golf course, the Village Brooke community is appreciated for its beautifully maintained grounds and friendly atmosphere, and offers an active social calendar for residents, featuring weekly gatherings, seasonal events, and community activities designed to foster connection and engagement within the neighborhood. The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, the association's fee also covers the outstanding recreation facilities, which include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and the world-famous white sand beaches and warm Gulf waters of Siesta Key. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.