Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
404 S POLK DR, SARASOTA, FL 34236
$1,700,00057 Days on yellowkey MLS ID: A4689616
0 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2260 Built: 1960 Tax: $16,784 (2025)Community: Lido Beach Div B ResubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$16,784
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome home to 404 S Polk — A Phenomenal Coastal Retreat on Lido Key-- Timeless beach charm meets modern ease in a bright, airy home that’s been loved, enjoyed, and meticulously maintained by the same family for 65 years. Impeccably renovated and extended with both families and beachgoers in mind, this 4BR/3BA residence sits on a SPRAWLING CORNER LOT with a grassy front yard and a fenced-in backyard patio and dining area perfect for grilling your fresh catch. Effortless indoor/outdoor living flows from two primary suites (one on the main floor and one upstairs) to a bright and open VAULTED CEILING entryway, welcoming family room, casual dining area, and a separate formal dining room. IMPACT WINDOWS & SLIDERS provide relief for out-of-state owners. Sleek, updated kitchen featuring granite countertops and stainless steel appliances, alongside updated baths and a 5-year old ROOF for peace of mind. An ideal setting for every lifestyle — family living, long-weekend getaways, vacation memories, or a weekly RENTAL property. Prime location just STEPS from the powdery quartz-sand beaches and turquoise waters of Lido Key. The 2nd-floor balcony is your front-row seat for cool Gulf breezes, beach views, and spectacular bright orange sunsets. Parking is a premium on the beach, but this home has plenty of space with a tandem 2-car garage, and space for 3 cars in the circular driveway! A 4-minute walk to Lido Beach Pavilion: public pool, on-beach dining (including lobster roll favorites), covered seating areas, and convenient beach equipment rentals. St. Armand's Circle is about half a mile away, offering restaurants, boutique shopping, live music, and entertainment. Easy access to Sarasota’s Bayfront, theaters, opera, and museums via a short drive over the John Ringling bridge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
6579 MAUNA LOA BLVD, SARASOTA, FL 34241
$415,00098 Days on yellowkey MLS ID: A4685839
0 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1616 Built: 1976 Tax: $2,984 (2025)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$2,984
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to easy Sarasota living! This move-in ready gem checks every box. NEW ROOF (2024), NEWER HVAC (2024), IMPACT WINDOWS AND DOORS (2019) bring peace of mind. Updated kitchen and baths, beautiful tile flooring, pitched ceilings and a 2-car garage, plus a fully fenced backyard completes the picture. Zoned for A-rated schools and tucked into a location that puts the best of Sarasota within reach: University Town Center and Waterside Place in 10-15 minutes, Siesta Key and Downtown in 20, plus the Celery Fields, Paw Park, and Detweiler's Farm Market just around the corner. Major updates are done just move in and enjoy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alex Stafford (941-809-7221)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000260 Days on yellowkey MLS ID: A4666624
4 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Tax Year: 2024
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing Agent: Barbara May (404-822-9264)
2045 GOLDENROD ST, SARASOTA, FL 34239
$2,200,000133 Days on yellowkey MLS ID: A4681259
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3784 Built: 2025 Tax: $3,884 (2025)Community: Akin AcresSpa: YesSingle Family
Taxes:$3,884
Remarks: One or more photo(s) has been virtually staged. Experience elevated coastal living in this nearly new Coastal Modern Farmhouse, thoughtfully built in 2025 by WG Homes with exceptional quality and craftsmanship. Constructed with solid block all the way up and topped with a standing-seam metal roof, this two-story residence offers five bedrooms, four-and-a-half baths, and a spacious, well-designed layout ideal for both everyday living and entertaining. Inside, soaring ceilings and abundant natural light define the open first-floor living spaces, complemented by beautiful wood flooring and designer finishes throughout. The chef’s kitchen features top-of-the-line Thermador appliances, a large hidden walk-in pantry, dry bar, and seamless flow to the dining and living areas. A private office, along with a well-appointed laundry and mudroom, enhances everyday functionality. The first-floor primary suite offers a serene retreat with a soaking tub, spa-inspired shower, and expansive walk-in closet designed for comfort and convenience. Upstairs, you’ll find three bedrooms, three full bathrooms, and a spacious bonus room with closet that could easily function as an additional bedroom, media room, playroom, or lounge. Vaulted ceilings in many of the upstairs rooms add architectural character and a sense of openness. Outdoor living is equally impressive, with sliding glass doors opening to a resort-style saltwater pool and hot tub. The covered patio, fully equipped outdoor kitchen featuring Thermador appliances, upgraded pavers, and full irrigation system complete this private oasis, perfectly designed for year-round Florida living. The home is further enhanced by premium upgrades including PGT aluminum impact-rated windows and doors, an epoxy-finished two-car garage, exterior architectural lighting, an additional laundry hookup upstairs, pre-wiring for security cameras, and multiple access points for future technology integration. Ideally located east of the Trail within the highly sought-after Southside School District, you’re just minutes from downtown Sarasota, Sarasota Memorial Hospital, top restaurants, parks, and under 10 minutes to world-class beaches including Siesta Key, Lido Key, and St. Armands Circle. This nearly new residence offers a rare opportunity to own a home that blends modern coastal design, superior construction, and exceptional Sarasota living.
Listing Agent: Victoria Turner (662-614-2783)
3922 COCHISE TER,, SARASOTA, FL 34233
$450,00021 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
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
$375,00021 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)
5619 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$515,00021 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
$1,100,00021 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
$899,00061 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)
5420 STARWOOD PL, SARASOTA, FL 34232
$399,900154 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
$3,249,000238 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)
4926 PRESTON WAY, SARASOTA, FL 34232
$449,90027 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)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900322 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)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00096 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
$9,500,00036 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)
3763 KOSTEN PL, SARASOTA, FL 34240
$362,50034 Days on yellowkey MLS ID: A4693472
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1654 Built: 1961 Tax: $1,296 (2025)Community: Golf Club EstatesSpa: NoSingle Family
Taxes:$1,296
Remarks: This spacious 3-bedroom, 2-bath home with an additional bonus room that was the former garage, is packed with potential and ready for its next chapter! Situated in Golf Club Estates, this property being sold “as-is” offers a fantastic opportunity for investors, renovators, or buyers looking to customize a home to their own style and vision. Featuring a newer roof installed just 2 years ago, one of the major big-ticket items has already been completed, giving peace of mind for future improvements. Inside, the home remains in original condition and is ready for updating, but it offers a solid foundation, functional layout, and “good bones” that make it an ideal renovation project. The home’s layout provides endless possibilities for redesigning and modernization while preserving its character. Whether you’re searching for your next investment property, a fix-and-flip opportunity, rental potential, or a chance to create your dream home with sweat equity, this property delivers incredible upside. With strong structural potential, ample living space, and the costly roof replacement already behind you, this home is the perfect canvas to bring your ideas to life. Don’t miss this rare opportunity to unlock the value and possibilities this property has to offer!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Chris Jeanes (941-330-4844)
3099 DICK WILSON DR, SARASOTA, FL 34240
$1,725,000181 Days on yellowkey MLS ID: A4673663
REDUCED by $100,000 (5.5%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 4069 Built: 1990Monthly Fee: $369 Tax: $7,352 (2024)Community: Laurel Oak EstatesSpa: NoSingle Family
Taxes:$7,352
Remarks: This is the one * WELCOME TO LAUREL OAK ESTATES & COUNTRY CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This EXECUTIVE HOME BOASTS PANORAMIC VIEWS of a LARGE LAKE & GOLF COURSE * These are MUST SEE VIEWS * A very private setting that is perfectly positioned on OVER 1/2 ACRE * PRIDE OF OWNERSHIP SHOWS * Featuring 3 SPACIOUS Bedrooms & 3 Full Baths PLUS a Den/Office * Split Plan Design * Formal Living Room with BEAUTIFUL COFFERED CEILING * The Chef's Kitchen is stunning showcasing Double Ovens , Cook-top Island, GORGEOUS STONE Counter-tops, and ample storage * The Kitchen is open to the Family Room featuring a Wood-burning Fireplace * The Primary Suite is a true retreat with a Spa-style Bath * All of this wraps your OUTDOOR LIVING SPACE with a Panoramic Pool Cage for your Heated Pool * There are TWO Covered Lanais with a Summer Kitchen + Vented Grill * LARGE, open Backyard * Breathtaking custom landscaping throughout the property * OVERSIZED 2 Car Garage with a Separate Golf Cart Garage * This is a SPECTACULAR home with INCREDIBLE curb appeal + a classic circular driveway * Tile Roof is 8 years young * A/Cs are zoned, 3 years young & 9 years young * Volume Ceilings * 8 foot Sliding Glass Doors * This is the perfect home for entertaining or simply relaxing in your slice of paradise * A special opportunity behind the gates of Laurel Oak Estates, an outstanding Country Club community where nature and elegance abound. Offering 800+ acres of beauty and serenity, it is easy to see why some of the most discerning homeowners call Laurel Oak home. Optional club with outstanding facilities including 2 championship courses, 12 Har-Tru tennis courts, Junior Olympic-sized heated pool, & beautiful clubhouse, golf shop and attended locker rooms. Enjoy reciprocity with the Bird Key Yacht Club (boating, tennis, fitness, dining & social events) and quick easy access to I75, downtown, UTC Mall, World Famous Siesta Key beach and our other beautiful beaches * Golf is optional, but if you want a golf membership, BUY THIS HOME AND GO TO THE FRONT OF THE LINE FOR A GOLF MEMBERSHIP. One look & you'll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
4822 OCEAN BLVD #3D, SARASOTA, FL 34242
$825,00028 Days on yellowkey MLS ID: O6406435
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1973Monthly Fee: $1,667 Tax: $3,838 (2025)Community: Siesta TowersSpa: NoCondo
Taxes:$3,838
Remarks: This condominium at Siesta Towers offers two master suites. Welcome to this extraordinary living experience and location where every day you can enjoy the gulf views and the palm trees dotting the horizon. Swim and relax in the heated outdoor pool that sits right on the waterfront. Enjoy a drink on the cocktail pier while you watch the dolphins swim or bask in the glowing light of the stunning sunsets. Includes gym, fishing pier, BBQ, club house, and bike storage. Located on Siesta Key on the water, close to public beach access and Siesta Key Village. Many local beaches, parks, nature preserves, and bird sanctuary's close by. This turnkey fully furnished condo offers serene personal space, ample storage, walk in closet, lots of natural light, brand-new hurricane doors, eat in kitchen, dining room, living room, and office area. Designated parking space.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
2572 JEFFERSON CIR, SARASOTA, FL 34239
$749,00033 Days on yellowkey MLS ID: A4693524
REDUCED by $26,000 (3.4%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 1972 Tax: $6,795 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,795
Remarks: This TURN-KEY sought-after CITY LIMITS gem is situated on a large 0.22 acre lot with an oversized 1 stall garage! Step inside this beach inspired, open concept beauty that is filled with natural Southern exposed light. Luxury vinyl flooring flows throughout, while the well-appointed kitchen features quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. The French doors invite you to a private fenced backyard retreat that boasts a new heated sun-shelf pool with an expansive paver deck to lounge. Recent updates provide you with peace of mind! Accordion shutters and a new electrical service have been installed. No cast iron here! Plumbing and supply lines have been replaced! Weekly rentals are allowed so don't miss this TURN-KEY opportunity within the City Limits! This home serves as the prime gateway to a vibrant, active lifestyle with a wide array of local amenities right at your fingertips! Arlington Park's walking trails, basketball, tennis, outdoor fitness stations, and the aquatic center are all within half a mile! The beaches, downtown, arts, dining scene and highly rated schools are only minutes away – all within one of the most desirable City limit’s neighborhoods, and no HOA fees!!!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Kari Klein (941-961-7419)
7366 POINT OF ROCKS RD, SARASOTA, FL 34242
$26,000,000161 Days on yellowkey MLS ID: A4673754
Bed: 5 Bath: 6.0 Gar: 6 Liv Area Sq Ft: 10600 Built: 2020 Tax: $115,958 (2025)Community: Siesta KeySpa: YesSingle Family
Taxes:$115,958
Remarks: Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.