Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2727 WALDEMERE ST, SARASOTA, FL 34239
$2,085,00038 Days on yellowkey MLS ID: A4692394
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2809 Built: 2026 Tax: $4,732 (2025)Community: Brunks Add To City Of SarasotaSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,732
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to this exceptional new construction home, ideally located in Arlington Park, one of Sarasota’s most desirable neighborhoods on a rare oversized 11,230 SqFt lot. This spacious and thoughtfully designed one-story residence offers 4 bedrooms and 4.5 bathrooms, featuring soaring ceilings and an impressive “wow” factor the moment you walk through the door. Designed for both comfort and style, the home showcases custom cabinetry, high-end finishes throughout, and a chef’s kitchen equipped with premium Thermador appliances, a walk-in pantry, and abundant storage. TVs and speaker system (indoor and outdoor) convey with the home, and additional features include built-ins and a dedicated pool bath- every detail has been carefully considered. Step outside to your private backyard retreat, complete with a sparkling saltwater pool and spa, all enclosed within a massive panoramic screen enclosure. The expansive lanai serves as a true extension of the living space, perfect for entertaining or relaxing year-round. The beautifully landscaped yard offers both privacy and curb appeal, along with ample space to park an RV or additional vehicles. Located just a short walk to Arlington Park, you’ll enjoy access to walking trails, a dog park, public swimming pool (home to the Tsunami Swim Team), as well as tennis and basketball courts. With easy access to downtown Sarasota and the area’s world-renowned beaches, this home offers the perfect blend of luxury, convenience, and lifestyle. A rare opportunity to own a truly move-in-ready home that checks every box—this one is guaranteed to impress.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Izabela Fratczak (941-525-7828)
1204 HILLVIEW DR, SARASOTA, FL 34239
$18,900,000134 Days on yellowkey MLS ID: A4677344
Bed: 6 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7687 Built: 2008 Tax: $85,253 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$85,253
Elementary School: Southside Elementary
Remarks: Set within the prestigious Harbor Acres neighborhood—one of Sarasota’s most sought-after waterfront enclaves, this stunningly renovated gated estate occupies an exceptional lot on the Hillview Point with 171 feet of Sarasota Bay frontage and sweeping, unobstructed panoramic views. This magnificent two-story residence, designed by renowned architect Cliff Scholz, offers six bedrooms, seven full baths, and two half baths, complemented by an oversized three-car garage—providing a seamless blend of architectural grandeur and everyday livability. A dramatic two-story foyer welcomes you inside, where expansive west-facing walls of glass capture breathtaking water vistas and bathe the home in natural light. The main level is thoughtfully designed for both refined entertaining and comfortable living, featuring a waterfront living room, an inviting family room, and an elegant dining room. At the heart of the home, the gourmet kitchen showcases authentic zebrawood cabinetry celebrated for its exotic grain patterns and rich natural character, paired with Quartz countertops, a generous center island, premium appliances, and a breakfast area with a dedicated coffee bar—perfectly suited for intimate mornings or hosting on a grand scale. Additional highlights include a private library, executive office, a full-service bar, and secondary laundry room. The owner’s suite is a serene waterfront sanctuary, offering tranquil Sarasota Bay views, dual spa-inspired bathrooms, three walk-in closets, and a private laundry—creating a truly elevated retreat experience. Ascend the sweeping staircase or take the private elevator to the second level, where five beautifully appointed guest suites provide exceptional comfort and privacy. Two of these suites, along with the upstairs library, enjoy coveted waterfront positioning and direct access to a spectacular 35-foot terrace overlooking Sarasota Bay—an ideal setting for morning coffee, sunset cocktails, or quiet moments of reflection. An additional laundry room on this level adds to the home’s thoughtful functionality. Outdoor living is equally impressive. Host unforgettable gatherings on the expansive 76-foot elevated terrace with summer kitchen or unwind poolside at the resort-style terrace featuring a 55-foot heated pool and generous lounging areas. For boating enthusiasts, private dockage delivers effortless access to Sarasota Bay and the open waters beyond. This extraordinary waterfront estate embodies the very essence of Sarasota luxury—where timeless design, exceptional craftsmanship, and unparalleled coastal views come together in a truly rare offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
2639 BOUGAINVILLEA ST, SARASOTA, FL 34239
$844,999118 Days on yellowkey MLS ID: A4681333
REDUCED by $19,001 (2.2%) on 04/23/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2435 Built: 1960Monthly Fee: $17 Tax: $8,234 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,234
Remarks: Under contract-accepting backup offers. Enjoy life to the fullest in this 3 bedroom, 3 bath mid-century modern style ranch home, nestled on a near 1/3 acre lot in the sought-after South Gate neighborhood, offering over 2,400 square feet of architecturally updated and meticulously maintained living space. From the moment you arrive, this private sanctuary impresses with iconic palm trees, a custom circular paver driveway, professionally lit landscaping, and a vivid one-of-a-kind patio with a colorful front entry. Inside, the light and bright open-concept floorplan showcases flawless terrazzo flooring and a striking modern contrasted kitchen with stainless steel appliances and a large island with bar-top seating. The kitchen and living areas flow seamlessly into the family and dining room, providing ample gathering space and an entertainment center ready for modern electronics. French doors lead to an almost 40-foot screened lanai overlooking a professionally manicured, fenced, and irrigated backyard accented with coping. The primary bedroom features a private exterior entrance, space for a desk or seating area, and an en-suite bath with a walk-in closet with built-in shelving and safe, a wall-to-wall glass shower with multiple massage jets and bench seating, and a separate water closet. Two additional contemporary bedrooms and bathrooms are located on the opposite side of the home. The remodeled two-car garage is climate controlled and includes a full laundry room with utility sink. Major upgrades and systems include a standing seam metal roof, hurricane-rated impact windows and garage door, tankless water heater, whole-home generator, updated electrical system with new controls, and a plumbing system rerouted with exterior clean-outs for easy access. The home includes both a 100-gallon and 500-gallon propane tank, with the generator operating from the 500-gallon tank and the water heater capable of running from either tank, all serviced on a regular basis. Indoor comfort is enhanced by a professionally maintained HVAC system with in-duct air purification, including UV lighting and a whole-home purification system. Smart-home features allow remote control of the irrigation system, HVAC, alarm system, front door lock, and security cameras. The driveway has been recently resealed, and exterior security lighting surrounds the home. Optional membership to the South Gate Community Association offers social activities and pool access at the historic community center for a nominal fee. Ideally located just minutes to golf courses, boat clubs, Downtown Sarasota dining, shopping, nightlife, cultural events, and the world-famous beaches of Siesta Key.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alan Macloughlin (941-780-8628)
51 S ADAMS DR, SARASOTA, FL 34236
$4,500,00020 Days on yellowkey MLS ID: A4694522
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3800 Built: 2027 Tax: $13,737 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,737
Middle School: Booker Middle
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, introducing an exceptional modern coastal residence, ideally located just moments from St. Armands Circle and Lido Beach. This striking home blends timeless architecture with relaxed coastal elegance, offering a refined lifestyle in one of Sarasota’s most coveted neighborhoods. Thoughtfully crafted for both everyday comfort and upscale entertaining, the residence showcases expansive light-filled interiors, soaring ceilings, and dramatic walls of impact glass that seamlessly connect indoor and outdoor living. At the heart of the home, the gourmet kitchen features an oversized island, custom cabinetry, designer finishes, and a premium appliance package tailored for effortless hosting. The well-appointed floor plan includes spacious guest suites, a private office, elevator access, and a luxurious primary retreat complete with spa-inspired amenities and oversized walk-in closets. Outdoor spaces are equally inviting, featuring covered lounge areas, a resort-style pool and spa, and lush tropical landscaping designed to create a private coastal oasis. Built to elevated FEMA-compliant standards with reinforced structural components and impact-rated windows and doors, the home was designed with durability, storm resilience, and peace of mind in mind — all while maintaining a bold architectural presence.. Spend your mornings walking the shoreline of Lido Beach, afternoons enjoying boutique shopping and waterfront dining at St. Armands Circle, and evenings relaxing in your own resort-style outdoor living space. With its timeless modern design, low-maintenance luxury lifestyle, and premier Sarasota location, this home is perfectly suited for full-time living or as an upscale seasonal getaway along Florida’s Gulf Coast.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
3644 TIN CUP BLVD, SARASOTA, FL 34232
$450,00020 Days on yellowkey MLS ID: A4694311
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1837 Built: 2016Monthly Fee: $345 Tax: $2,939 (2025)Community: Enclave At Forest LakesTownhouse
Taxes:$2,939
Elementary School: Wilkinson Elementary
Remarks: Welcome to 3644 Tin Cup Blvd, nestled in the heart of beautiful Sarasota! This impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, style, and low-maintenance Florida living. Step inside to a bright and inviting open-concept floor plan featuring tasteful upgrades and charming designer touches throughout. The spacious first-floor primary suite provides both privacy and convenience, creating an ideal retreat at the end of the day. Just beyond the living area, the extended lanai offers the perfect space to relax or entertain while overlooking peaceful green space — ideal for pets and outdoor enjoyment. This is an upgraded feature from the builder. Upstairs, you’ll find a versatile loft area, two additional bedrooms, and a bonus room currently used for storage or office space. With the addition of air conditioning, this flexible area could easily become a fourth bedroom. The attached two-car garage is equipped with a generator outlet, providing added convenience and peace of mind. Located within the exclusive gated community of Enclave, residents enjoy access to exceptional amenities including a resort-style heated pool- great for year round swimming, an outdoor gathering area with a grill, and a dog park. Just minutes from two public golf courses and with direct access to the Legacy Trail, this location offers the perfect balance of recreation, relaxation, and an active lifestyle. Fresh interior paint and evident pride of ownership make this home truly move-in ready. Ideally situated just minutes from Sarasota’s world-renowned beaches, shopping, dining, and easy interstate access, this property offers the best of Florida living. Don’t miss this incredible opportunity — schedule your private showing today before it’s gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
1525 MALLARD LN, SARASOTA, FL 34239
$8,250,00028 Days on yellowkey MLS ID: A4692537
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 5664 Built: 2021 Tax: $67,285 (2025)Community: Paradise ShoresSpa: YesSingle Family
Taxes:$67,285
Remarks: A true masterpiece of modern coastal design, this custom-built 2021 waterfront estate is a stunning showcase of luxury, craftsmanship, and breathtaking views. Nestled in the highly coveted West of Trail Paradise Shores community, this 5,664 sq. ft. architectural beauty offers five bedrooms, five and a half baths, and state-of-the-art amenities designed for the discerning buyer. Step through the custom 10-foot decorative glass entry doors, and you’re welcomed by an ambiance of refined elegance. The home’s open-concept design is accentuated by vaulted ceiling details, a showcase electric fireplace, and a multitude of custom built-ins. Hardwood flooring flows throughout the first floor and continues onto the upstairs balcony and bonus room, creating a warm yet sophisticated atmosphere. A Control4 automation system provides whole-home automation, allowing effortless control of lighting, sound, and security. At the heart of the home, the chef’s kitchen boasts top-tier Wolf and Sub-Zero appliances, including a 36” Wolf cooktop, built-in ovens, a Sub-Zero refrigerator/freezer, wine cooler, and walk-in pantry, ensuring every culinary experience is extraordinary. The built-in dining buffet/bar adds an element of effortless entertaining. The main floor primary suite is a private retreat featuring dual vanities, an oversized walk-in shower, a soaking tub, two custom-designed walk-in closets, and stunning custom ceiling details. A private en-suite guest quarter located on the first floor, offers a den and an exclusive balcony, making it a perfect sanctuary for visitors. Upstairs, three beautiful and spacious en-suite bedrooms offer privacy and comfort, while a bonus movie room provides the ultimate entertainment escape, complete with a dry bar for added convenience. Designed for seamless indoor-outdoor living, the 1,000 sq. ft. raised outdoor area is nothing short of spectacular, with the pool and spa elevated to the main living level which is at 14 feet. Lounge in the resort-style pool and spa, gather around the double-sided fireplace topped with two televisions, or enjoy dining in the fully equipped outdoor kitchen, complete with a Sub-Zero refrigerator, ice maker, and Wolf natural gas grill with side burner. Remote-controlled retractable screens offer sun/shade versatility for a comfortable outdoor retreat year-round, while the fire bowls and lush landscaping create an enchanting ambiance. For boating enthusiasts, this estate boasts 123 feet of seawall and water frontage, a private dock, a 20,000 lb boat lift, and two jet ski lifts, offering direct access to the Gulf of Mexico – no bridges, just open water. Engineered for both beauty and resilience, the home sits at an elevation of 14 feet, with PGT high impact security windows and doors, spray foam insulation, a concrete tile roof, and a whole-house Kohler generator. An elevator services all three levels, leading to the sky deck, where panoramic views of Sarasota Bay and downtown create an remarkable backdrop. The 6 plus car garage with epoxy flooring provides ample space for a car collection and additional storage. Located just a short walk to Southside Village, you’ll enjoy some of Sarasota’s finest dining and boutique shopping, including Morton’s, Libby’s, and Veronica’s. With downtown Sarasota and Siesta Beach just a quick drive away, this home offers the ultimate combination of luxury, lifestyle, and location. Experience unparalleled waterfront living—schedule your private showing today.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
3118 KEY WAY, SARASOTA, FL 34239
$599,00097 Days on yellowkey MLS ID: A4685119
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2370 Built: 1961 Tax: $2,942 (2025)Community: SouthgateSpa: NoSingle Family
Taxes:$2,942
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautifully updated 4-bedroom, 2-bath pool home in the desirable Southgate neighborhood of Sarasota offering the ideal blend of indoor comfort and outdoor Florida living. The home features a bright open layout with expansive pocket sliding glass doors that fully open to an oversized open-air pool and patio, perfect for entertaining and relaxing. The updated kitchen includes extensive custom cabinetry with built-in pantry storage and a discreetly integrated laundry area. The home offers four spacious bedrooms and two bathrooms, including a guest bath with a soaking tub. Outside, the property features a large additional paved parking pad along with the driveway and garage, providing ample space for multiple vehicles and recreational equipment. With minimal deed restrictions, the property allows RV and boat parking, with additional space along the side of the home. The backyard also includes a custom playground area. Conveniently located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and parks.
Listing is courtesy of: PREMIER AGENT NETWORK (877-663-9366)
Listing Agent: Stephanie Hawkins (941-587-4337)
1700 COVE II PL #324, SARASOTA, FL 34242
$824,90083 Days on yellowkey MLS ID: A4686403
REDUCED by $25,000 (2.9%) on 05/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1720 Built: 1979 Tax: $7,965 (2025)Community: Midnight Cove IiCondo
Taxes:$7,965
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. 3 BEDROOMS ON SIESTA KEY! ONE WEEK RENTALS! DEEDED BEACH ACCESS! WATER VIEWS! DOCKS AVAILABLE! Fantastic 3 bedroom townhouse at Midnight Cove II. 2nd and 3rd floor with lovely views and deeded beach access. Plenty of room for family and friends. Large sized living, dining and kitchen area. Perfect for family gatherings! Midnight Cove II offers deeded beach access directly across the street, marina with slips available, beautiful grounds, grilling area, tennis, pickleball, basketball court, fitness center and a large, heated pool. And bring the large pup too! Great association with onsite rental and management office. Fully funded reserves, milestone inspections complete! Turnkey furnished too! Walk to nearby dining, shopping, water sports and more. See this unit today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
3130 WALTER TRAVIS DR, SARASOTA, FL 34240
$1,575,000101 Days on yellowkey MLS ID: A4684531
1 Days Off yellowkey (back on 5/12/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3447 Built: 1997Monthly Fee: $369 Tax: $7,655 (2025)Community: Laurel Oak EstatesSpa: NoSingle Family
Taxes:$7,655
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. In the prestigious Laurel Oak Estates, this custom home built by Anchor Builders offers five bedrooms, four baths, a den/office, and approximately 3,447 square feet of living space on nearly one acre. Designed for comfort and entertaining, the spacious floor plan features an updated kitchen with stainless steel appliances, a butlers with wet bar and ample cabinetry. The private primary suite includes two full baths, creating a retreat. Go outside to a beautiful, solar-heated pool with elegant fountains, and an outdoor kitchen, ideal for year-round enjoyment. Additional highlights include a three-car garage, an expansive driveway, a newer roof installed in 2018, hurricane-rated impact glass in all windows, slider doors, and the front door, all protected by hurricane-rated storm shutters, and an oversized outdoor space with mature landscaping and partial rear fencing. On a premium lot, the home has preserve views and no homes directly in front. Convenient to shopping, dining, churches and top-rated schools, including The Classical Academy for grades pre-school through 12th grade. Optional Laurel Oak Country Club membership offers two championship golf courses, Har-Tru tennis, pickleball, dining, an active social calendar and reciprocal privileges with Bird Key Yacht Club. Ownership includes priority placement on Laurel Oak Country Club membership waitlist. A rare opportunity to enjoy space, privacy, and luxury in one of Sarasota’s sought-after communities. Move-in ready and ready to enjoy the best of Florida living. Live the lifestyle at Laurel Oak Estates!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Linda Dooley (941-400-7359)
3101 BEE RIDGE RD #208, SARASOTA, FL 34239
$125,000185 Days on yellowkey MLS ID: A4674589
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $1,388 (2024)Community: South Gate EastCondo
Taxes:$1,388
Tax Year: 2024
Remarks: MINUTES TO BEACH! If your looking for an easy lifestyle with low maintenance, close to the beach and close to downtown this solid block 2nd floor unit is for you. Kitchen and bath have just been updated and include new stainless appliances. Split system a/c and heat so low utility cost plus water/sewer and trash are included in maintenance fee. Amenities include community pool, club house, laundry and storage. Legacy bike and walking trail within biking distance.
Listing is courtesy of: PILEGGI REALTY GROUP LLC (941-376-0282)
Listing Agent: Stephen Pileggi (941-376-0282)
6632 DEERING CIR, SARASOTA, FL 34240
$464,90065 Days on yellowkey MLS ID: A4687399
REDUCED by $10,100 (2.1%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1998Monthly Fee: $217 Tax: $4,660 (2025)Community: Deerfield Ph 1Single Family
Taxes:$4,660
Remarks: Under contract-accepting backup offers. Pool home in Deerfield under $500K • Cul-de-sac • Screened lanai • Near Celery Fields • NEW TILE ROOF • Maintenance-free living Single-story 2 bed + den, 2 bath home with 1,690 sqft in Deerfield, a maintenance-free community with cable, internet, and lawn care included. Open layout with vaulted ceilings, tile flooring in main living areas, and carpet in bedrooms. Split bedroom floor plan with private primary suite featuring walk-in closet and dual-sink vanity. Kitchen includes white cabinetry, laminate countertops, stainless steel appliances, pantry, and pass-through to living and dining areas. Breakfast nook with pool views. Screened-in pool with covered lanai and seating area, plus hedge-lined backyard for added privacy. Front porch entry and cul-de-sac location with minimal through traffic. Den/office with front-facing windows for flexible workspace, guest room, or hobby space. Dedicated laundry room and 2-car garage. Located in Deerfield with convenient access to Sarasota amenities, shopping, dining, and major roadways. Near Celery Fields for trails, birdwatching, and open green space. Single-story layout and maintenance-included services support low-upkeep ownership. Includes 3D walkthrough tour. Approx distances: Siesta Key Beach ~13 mi • Downtown Sarasota ~10 mi • UTC Mall ~6 mi • Nathan Benderson Park ~6 mi • Waterside Place ~7 mi
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matt Leicht (941-356-5377)
6356 MIGHTY EAGLE WAY, SARASOTA, FL 34241
$607,50021 Days on yellowkey MLS ID: C7526445
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3255 Built: 2017Monthly Fee: $220 Tax: $7,198 (2025)Community: Fairways/Bent TreeSingle Family
Taxes:$7,198
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: This exceptional four-bedroom, three-bathroom residence sits on a golf course, offering a serene setting. Fresh updates throughout create an inviting atmosphere ready for immediate occupancy. Upon entering you'll discover freshly painted interior walls that brighten every room. The main level flows smoothly, featuring a butler's pantry for elegant entertaining and convenient service. New carpet t adds in bedrooms and loft offer warmth and comfort underfoot. Upon arriving to the second floor to find a large bonus loft—versatile space perfect for an office, recreation area, or guest retreat. Two additional bedrooms and two full bathrooms complete the upper level, with a 4th bedroom on the first floor providing ample accommodation for all occupants. This combination of updated interiors, thoughtful layout, and premium location makes this residence an outstanding choice. Call today to schedule your private showing and experience this golf course property firsthand.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
643 CALLE DE PERU, SARASOTA, FL 34242
$1,996,000314 Days on yellowkey MLS ID: A4658846
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1982 Built: 1980 Tax: $8,733 (2024)Community: Sarasota BeachSingle Family
Taxes:$8,733
Remarks: Pre-construction. To be built. Custom beach home opportunity! Less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Almost 1/4 acre lot in a charming neighborhood with close proximity to public beach and Village. The existing structure is a tear down, leaving a beautiful canvas to create your dream home or investment property! Optional Island Series plans by Yoder Custom Homes are available, or choose the builder of your choice, or land only. Just 6.4 mi to downtown Sarasota- known for it's Arts & Culture. Call today for more information! Land only listed in vacant land.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
5569 CAPE LEYTE DR, SARASOTA, FL 34242
$4,495,00091 Days on yellowkey MLS ID: A4685577
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3654 Built: 2016 Tax: $32,419 (2025)Community: Siesta IslesSpa: YesSingle Family
Taxes:$32,419
Remarks: LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters with two boats on lifts out back, and 119' of frontage on the Grand Canal leading to the ICW (only one bridge with about 15’ clearance to the Gulf). Oversized 16,163 sf Lot, elevated concrete block home and spectacular pool in your view from most every room! Not just the best location, but this custom-built in 2016 West Indies style home is a fortress all on one level, including the pool, and is well above the FEMA flood zone. High and dry through the "storms of the century" in 2024. Beautiful, engineered hardwood floors, custom cabinetry throughout by Elite Woodworking in the Kitchen, all Bathrooms and Great Room. The entire house has been freshly painted inside & out. Three large en-suite bedrooms. Additional rooms currently utilized as office with Murphy Bed as well as very large Bonus Room could be utilized as additional bedrooms #4 & 5, if desired. Even the powder bath has a shower for guest convenience. Large walls of sliding glass doors in all waterfront rooms extend living spaces to a huge, screened Lanai which adds over 500 sf to living space under roof, and much more in the screened Lanai area.. All hurricane rated extra heavy duty PGT doors and windows. The total A/C space is 3,654 sf, with a overall total of 5,075 under roof. The oversized 3-car garage with an Epoxy floor has a very high ceiling which allows 2 more cars to be added on lifts for a total of 5 vehicles for the enthusiast. Isonene insulated and floored attic storage space is available above the garage. New in the past year: A/C Condenser & Air Handler system in 1 (of 2) zones, water heater, refrigerator, ice maker, boat lift control boxes on both Lifts. The large free form pool and spa have new (wifi) Pentair pool pump & heater & auto chlorinator. Both boats as well as professional decorator staged furniture, decor and pictures may be available for separate purchase for "Turn-Key" possession. DEFINITELY check out the Virtual Tour, since it provides “3D walk through any direction” photos which can really give you the flow of the house as you manipulate your way around.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Steve Hagan (941-900-4126)
2313 LOMA LINDA ST, SARASOTA, FL 34239
$499,000211 Days on yellowkey MLS ID: A4671821
5 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1606 Built: 1952 Tax: $3,139 (2024)Community: Loma Linda ParkSingle Family
Taxes:$3,139
Remarks: Under contract-accepting backup offers. Welcome to your Sarasota sanctuary—where timeless character meets modern comfort in one of the city’s most desirable locations. Nestled just off Bahia Vista and minutes from downtown, this beautifully maintained 3-bedroom, 2-bath home offers an open-concept design and a relaxed coastal feel that perfectly captures the Sarasota lifestyle. From the moment you arrive, you’ll appreciate the inviting curb appeal and fully fenced backyard complete with multiple seating areas—ideal for entertaining or enjoying quiet evenings outdoors. Step inside to discover a bright, spacious living area featuring beautiful tile floors, a cozy fireplace, and a skylight that fills the home with natural light. The updated kitchen showcases stylish finishes, wood cabinetry, and modern appliances that make everyday cooking a pleasure. The open layout flows seamlessly into the dining and living spaces, creating an easy, welcoming vibe. Each bedroom is generously sized, with the primary suite offering a walk-in closet and private ensuite bathroom for ultimate comfort. This home’s location is truly unbeatable—walking distance to Sarasota Memorial Hospital, Arlington Park, and Bahia Vista, and just minutes to downtown Sarasota’s dining, arts, and shopping scene. Families will love being within the A-rated school district, including Alta Vista Elementary, Brookside Middle, and Sarasota High. With a combination of classic charm, thoughtful updates, and an outstanding central location, this home delivers the best of Sarasota living—whether as a primary residence, seasonal escape, or investment opportunity. Schedule your private showing today and experience the perfect blend of character, comfort, and convenience in the heart of Sarasota.
Listing Agent: Jack Medford (856-275-7704)
5830 MIDNIGHT PASS RD #29, SARASOTA, FL 34242
$545,00023 Days on yellowkey MLS ID: A4694023
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1962Monthly Fee: $1,226 Tax: $3,460 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,460
Remarks: Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Cristina Campbell, Pa (561-239-1498)
3625 JACINTO CT, SARASOTA, FL 34239
$590,00091 Days on yellowkey MLS ID: A4686033
REDUCED by $10,000 (1.7%) on 05/09/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1957 Tax: $707 (2025)Community: GranadaSingle Family
Taxes:$707
Remarks: A rare West-of-Trail opportunity for the right cash buyer. 3625 Jacinto Court sits on a quiet residential street in one of Sarasota's most sought-after mainland neighborhoods, where new construction and luxury homes continue to reshape the streetscape. The existing single-family home features an open-concept floor plan with exposed beam ceilings, Saltillo tile flooring, all new windows, multiple living areas, and a kitchen with stainless appliances and a breakfast peninsula. French doors open to a private side patio surrounded by mature landscaping, and a separate primary bedroom offers privacy from the main living space. The home is livable as-is for the buyer who appreciates character and wants to renovate over time, or it can serve as a holding asset on a prime West-of-Trail lot while plans take shape for a future custom build. The location is the headline. Tucked between Sarasota Bay and Tamiami Trail, the neighborhood is defined by tree-lined streets, historic charm, and walkability to Southside Village's restaurants, cafés, and boutiques. Downtown Sarasota's theaters, galleries, and waterfront are a short drive away, and the world-famous quartz sands of Siesta Key are just minutes from your door. Southside Elementary serves the area as part of the highly regarded local school district. The home needs updating and is being sold strictly as-is. Cash buyers only — likely not financeable in current condition. Bring your contractor, your architect, or your vision and capitalize on a West-of-Trail address at an entry-level price point.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Marc Rasmussen (941-200-4663)
201 JEFFERSON AVE, SARASOTA, FL 34237
$1,499,000399 Days on yellowkey MLS ID: A4646061
REDUCED by $300,000 (16.7%) on 05/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1839 Built: 2026 Tax: $3,700 (2025)Community: Ringling ParkSingle Family
Taxes:$3,700
Remarks: Pre-Construction. To be built. Incredible option to build new on this corner lot facing Belvoir -OR- Jefferson Blvd. Beautiful design offering the perfect blend of modern and coastal feel. PERMIT READY...price includes LOT & NEW BUILD. (see attachments) THREE BEDROOM/ 2.1 BATH...1814 sf, ONE-LEVEL living. Pull your car up the pavered driveway into the TWO-CAR - SIDE ENTRY GARAGE. Lots of natural light and seamless flow to the outdoors. Once outside, you will enjoy your heated, salt-water POOL. IMPACT WINDOWS & DOORS, and METAL ROOF. This design is READY TO GO VERTICAL.. building can start right away. Be a part of the new builds happening within Ringling Park! Incredible location just minutes from downtown, restaurants, area beaches, and the Marina. Great combination of convenience and coastal lifestyle. (Other Home Designs Available, Larger design plan in attachments & a few photos)
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
2200 BAHIA VISTA ST #B3, SARASOTA, FL 34239
$220,000177 Days on yellowkey MLS ID: A4675118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1980 Tax: $2,483 (2025)Community: Cordova GardensCondo
Taxes:$2,483
Remarks: EXCEPTIONAL VALUE AND LOCATION. Newly renovated & minutes to downtown Sarasota, this condo is located in Cordova Gardens which is known for its beautifully maintained gardens, community pool and unbeatable location. This first-floor entry unfurnished condominium has two bedrooms and two full baths (one en suite) and three outdoor patios. There is an all-new kitchen with new appliances, new ceramic tile and renovated bathrooms, new washer/dryer, new central A/C, new window treatments, new light fixtures and freshly painted. READY TO MOVE IN. The condo includes an outdoor storage closet, assigned and guest parking, pool, grounds and building maintenance, pest control, fire/smoke detection and Association management covered by the HOA. The complex is 5 minutes from downtown Sarasota and 15 minutes from Lido and Siesta Key beaches.
Listing is courtesy of: SECURE CAPITAL (203-981-4682)
Listing Agent: Frank Dinardo, Jr (203-981-4682)
1389 TANGIER WAY, SARASOTA, FL 34239
$5,985,000146 Days on yellowkey MLS ID: A4677509
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5310 Built: 2003 Tax: $39,106 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$39,106
Remarks: One or more photo(s) has been virtually staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers searching for a luxury Sarasota waterfront home with privacy and proximity to the city’s best dining, shopping, and beaches. Designed by renowned architect Walter Hamm and built by Bill McGinness, the home is engineered for lasting stability with construction supported by 54 concrete pilings, a powerful value point for buyers seeking a well-built coastal property. Set on a sprawling private lot with mature landscaping and serene surroundings, the home captures panoramic water views and features a protected deep-water harbor, ideal for boaters who want quick access to Sarasota Bay and Gulf. Inside, the home showcases a bright, open layout filled with natural light, elevated by custom millwork, coffered ceilings, rich wood flooring, and polished travertine. The gourmet kitchen is designed for both entertaining and everyday living, featuring an oversized center island, quartz countertops, premium wood cabinetry, granite perimeter counters, subway tile backsplash, and stainless-steel appliances, along with an inviting breakfast nook that overlooks the water. The adjacent family room creates a warm gathering space, while the formal dining room is ideal for hosting. A private office provides a quiet, dedicated workspace, ideal for today’s lifestyle. The primary suite on the main level is a true waterfront retreat with oversized windows framing tranquil views, two custom walk-in closets, and a spa-style bath with a floating vanity, illuminated mirrors, a freestanding soaking tub, and an oversized walk-in shower. Upstairs, the second level is designed for comfort and entertaining with three generous bedroom suites, a TV/game room, a convenient kitchenette, and a terrace that overlooks the pool and peaceful waterscape, perfect for guests, multi-generational living, or extended stays. Outdoor living is equally impressive, featuring an expansive travertine pool deck, a heated pool and spa, a fenced and spacious yard, and lush tropical landscaping that creates a resort-style environment with exceptional privacy. Andersen sliding doors and windows enhance the indoor-outdoor connection and raise the overall quality of the home. A comprehensive renovation completed in 2015 elevated the interiors with sophisticated, updated finishes, while key improvements include a new roof (2020) and updated AC systems (2023 & 2024). Additional features include an ADT security system, generous storage, abundant closet space, a large laundry room, provisions for an elevator, and an oversized three-car garage. Sought-after San Remo Estates is positioned at the heart of Sarasota, just before the north bridge to Siesta Key, making it one of the most desirable locations for those wanting a Sarasota luxury waterfront home with both convenience and privacy. This exceptional coastal estate delivers the ultimate Florida lifestyle: deep-water boating, serene water views, and effortless access to Sarasota’s beaches, culture, and world-class amenities.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
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