Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5569 CAPE LEYTE DR, SARASOTA, FL 34242
$4,495,00037 Days on yellowkey MLS ID: A4685577
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3654 Built: 2016 Tax: $32,419 (2025)Community: Siesta IslesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$32,419
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
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)
3664 TIN CUP BLVD, SARASOTA, FL 34232
$469,00087 Days on yellowkey MLS ID: A4679323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1578 Built: 2016Monthly Fee: $345 Tax: $3,201 (2024)Community: Enclave/Frst LakesVilla
Taxes:$3,201
Elementary School: Wilkinson Elementary
Tax Year: 2024
Remarks: ***STUNNING END UNIT IN A PREMIER ENCLAVE AT FOREST LAKES LOCATION*** Experience exceptional Sarasota living in this highly sought-after 2-bedroom, 2-bath end unit, ideally positioned on the largest and most desirable lot in The Enclave at Forest Lakes. Set directly across from the community pool and dog park, this residence offers a rare combination of privacy, convenience, and lifestyle—arguably the best location within the subdivision. The home is filled with natural light and enhanced by its end-unit setting. Recent updates include fresh interior paint throughout and tasteful upgrades in the primary bathroom, creating a clean, modern, and truly move-in-ready feel. The kitchen showcases modern elegance with stainless steel appliances, quartz countertops, and solid wood cabinetry, ideal for everyday living and entertaining. The primary suite serves as a private retreat, featuring updated finishes, dual sinks, a spacious walk-in shower, and a generous walk-in closet, blending comfort with refined style. Roof is only 3 years old! Located within a gated community with no CDD fees, the HOA includes access to the resort-style pool, dog park, and grilling area—all just steps from your front door. Perfectly situated in the heart of Sarasota, this home offers easy access to award-winning beaches, downtown dining and cultural attractions, and top-rated schools. This is a rare opportunity to own an end unit in the subdivision’s most coveted location, where thoughtful upgrades, convenience, and the Sarasota lifestyle come together beautifully.
Listing is courtesy of: MCGREGOR INTERNATIONAL REAL ESTATE CO (941-363-1210)
Listing Agent: Warren Mcgregor (941-447-1253)
749 TROPICAL CIR, SARASOTA, FL 34242
$1,575,000133 Days on yellowkey MLS ID: A4673529
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2598 Built: 1984Monthly Fee: $54 Tax: $15,011 (2025)Community: Siestas Bayside Bayside Club 01Single Family
Taxes:$15,011
Remarks: A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
5273 HERON WAY #202, SARASOTA, FL 34231
$489,500165 Days on yellowkey MLS ID: A4670409
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1775 Built: 1986 Tax: $5,616 (2025)Community: Landings South 3Condo
Taxes:$5,616
Remarks: Newly installed HURRICANE IMPACT WINDOWS and a 2024 AC with transferable warranty make this second-floor coach home a low-maintenance, move-in ready choice. Enjoy expansive water views and a prime location just a short walk to the Racquet Club and pool in the highly sought-after Landings community. Inside, a bright, open layout features vaulted ceilings and consistent flooring with no step-down, creating a seamless living space. The updated kitchen offers granite countertops, a breakfast bar, and stainless steel appliances, flowing into the main living area with water views. The primary suite also overlooks the water and provides generous space for a sitting or work area, along with a large bathroom and walk-in closet. Two additional bedrooms share a full bath, while plantation shutters add a timeless finish throughout. Additional features include a separate laundry room and a newer roof and gutters installed in 2023. Residents enjoy access to the Landings Racquet Club with eight Har-Tru tennis courts, fitness center, pro shop, heated lap pool and spa, and an active year-round social calendar. A private nature trail leads to a covered dock, fishing pier, and kayak and paddleboard storage. Ideally located west of the Trail, The Landings is minutes from Siesta Key, Southside Village, and Downtown Sarasota, offering excellent dining, shopping, and convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
4822 OCEAN BLVD #2A, SARASOTA, FL 34242
$839,000184 Days on yellowkey MLS ID: A4668724
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1435 Built: 1973 Tax: $7,588 (2023)Community: Siesta TowersCondo
Taxes:$7,588
Tax Year: 2023
Remarks: Price Improvement! Your Coastal Paradise Awaits! Step into a world of elegance and tranquility in this stunning condominium, perfectly situated along the breathtaking coastline of Siesta Key. Featuring two lavish ensuite bedrooms, this residence offers you the ultimate in coastal living. The primary bedroom boasts full panoramic views of the crystal blue waters of the Gulf, complete with a beautifully remodeled bathroom and an expansive walk-in closet designed for the modern lifestyle. Embrace a split floor plan that promotes privacy and relaxation, all within a breezy coastal open-concept design that floods the space with an abundance of natural light. Indulge in the outdoors from two covered balconies, ideal for outdoor dining or savoring a glass of rosé as you watch the sun dip below the horizon in a stunning display of colors. Enter the building through a well-appointed lobby that exudes sophistication and class. Residents enjoy a host of resort-style amenities that include a beautifully remodeled community center for exclusive use, a newly refurbished workout facility, and a gulf-front pool to soak in the sun. The outdoor BBQ area is perfect for gathering with friends and family, while storage for beach accessories and bikes adds to the convenience of a coastal lifestyle. Enjoy the peace of mind that comes with covered parking. Perfectly located, this luxury community allows you to walk, bike, or cruise your golf cart to local restaurants, boutique shopping, live music venues, and the vibrant farmers market, all within minutes from your doorstep. Of course, the soft, white sands of Siesta Key Beach are just a short stroll away, ready to fulfill your beach daydreams. Don't miss your chance to experience luxury coastal living at its finest. Schedule your private tour today and discover your new home in paradise!
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
9011 MIDNIGHT PASS RD #426, SARASOTA, FL 34242
$569,000184 Days on yellowkey MLS ID: A4668084
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1093 Built: 1974 Tax: $5,686 (2024)Community: Sunrise Cove Sec 4Condo
Taxes:$5,686
Remarks: Location! Location! Location! Great Investment Property, Rent 12 times a year with a 30 day minimum and an onsite management company! Experience true waterfront living with spectacular views all day long of the Intracoastal Waterway from your Condo and breathtaking sunrises every morning! The grounds are absolutely Stunning! This TURNKEY furnished 2-bedroom, 2-bath condo on the 4th floor of Sunrise Cove offers comfort, style, and convenience. The spacious living room features beautiful Hard wood floors and sliding glass doors that open to a screened-in lanai with remote-controlled blinds, and a spectacular views of the Intercoastal Waterway perfect for relaxing and enjoying the panoramic views. The primary bedroom included Hardwood flooring a walk-in closet, and an en-suite bath with a large walk-in shower. The second bedroom also features wood floors, a walk-in closet, and views of the Gulf of Mexico and beach across the street. The hall bath offers a walk-in shower and tile flooring. The kitchen opens to the dining and living areas, creating an inviting open-concept layout ideal for entertaining. Additional updates include a brand-new air conditioning unit (2025) and new water heater (2025) and Brand new Roof (2025) Community Highlights: Two heated swimming pools, including an Olympic-size pool with restrooms and a covered lounge area Pickleball and tennis courts State-of-the-art fitness center and game room On-site management with 30-day minimum rentals, offering great income potential Turtle Beach is just across the street, and the free Siesta Key Breeze trolley stops nearby every 15 minutes Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are right next door Extra storage closet conveniently located near the elevators in the laundry room Recent community updates: new roofs, new docks, and nearly completed new carports Enjoy the best of Siesta Key living—whether as a vacation home, income-producing property, or full-time residence, this fabulous waterfront condo offers it all!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Sheryl O'Keefe (941-376-2112)
5432 CAPE LEYTE DR, SARASOTA, FL 34242
$1,125,000360 Days on yellowkey MLS ID: A4649500
1 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1659 Built: 1974Monthly Fee: $21 Tax: $10,946 (2025)Community: Siesta Isles Unit 2Single Family
Taxes:$10,946
Remarks: Under contract-accepting backup offers. Newly adjusted price - an exceptional opportunity to own a charming beach retreat on Siesta Key minutes from world-famous Siesta Beach—consistently ranked among the best beaches in the U.S. With powdery white sands, crystal-clear turquoise waters, and unforgettable Gulf sunsets close by, this home captures the essence of relaxed island living. Located in the desirable, deed-restricted community of Siesta Isles, this three-bedroom, two-bath residence is set on a lushly landscaped, nearly 15,000-square-foot lot adorned with more than 40 mature palm trees, bromeliads, and a rare, show-stopping staghorn fern. The expansive property offers exceptional outdoor privacy, ample room for entertaining or recreation, and space to add a pool. Inside, the open-concept floor plan features generously sized rooms filled with natural light. A wraparound wall of windows in the living and breakfast areas frames serene views of the tropical backyard, creating a seamless indoor-outdoor connection. The renovated kitchen is thoughtfully designed with white quartz countertops, glass tile backsplash, and newer appliances, while a separate dining room provides comfortable space for gatherings. The primary suite includes an en-suite bath and a tranquil retreat feel. Two additional bedrooms offer flexibility, including a third bedroom with contemporary barn doors—ideal for a home office, den, or guest space. With a base flood elevation of 8'8" the home remained high and dry with no water intrusion during the storms; the elevation certificate and inspection certification are available. Additional highlights include a private, low-maintenance, six-foot fenced backyard, an oversized circular paver driveway with generous parking, and a two-car garage for storage and convenience. The home may be purchased turnkey furnished (with a few exclusions), making it well-suited as a beach getaway, seasonal residence, or income-producing property. Recent improvements totaling over $100,000 add peace of mind and value, including a metal roof (2022), HVAC system (2023), paver driveway (2022), six-foot PVC fencing (2020), and re-piped sewer and water lines. Just one mile from Siesta Village’s boutiques, dining, and live music—and a short drive to downtown Sarasota’s cultural attractions, farmers markets, and waterfront destinations—this property also offers long-term potential as a future residential building site due to its prime island location. With a voluntary HOA of only $200 annually and a newly improved price, this is a compelling opportunity to secure your place on Siesta Key. Schedule your private showing today and experience the island lifestyle you’ve been waiting for.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
5560 SHADOW LAWN DR, SARASOTA, FL 34242
$1,549,000451 Days on yellowkey MLS ID: A4636955
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2124 Built: 1970Monthly Fee: $17 Tax: $8,052 (2025)Community: Siesta IslesSingle Family
Taxes:$8,052
Remarks: Siesta Key Waterfront Living—Priced to Embrace the Island Lifestyle An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this beautifully maintained residence is ideally positioned just moments from the powdery white sands of Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers around a spacious island kitchen with generous seating, breakfast bar, and abundant workspace—flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a durable concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.
3300 S BENEVA RD #224, SARASOTA, FL 34232
$215,000459 Days on yellowkey MLS ID: A4634478
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,437 (2023)Community: Fairways & GreensCondo
Taxes:$2,437
Remarks: 0.2 mi to Publix • 3 mi to Sarasota Memorial Hospital • 5.5 mi to Siesta Key Beach • Includes Zillow 3D Tour & Matterport Tour Move-in-ready and fully furnished 2-bedroom, 2-bath condominium in a secured elevator building close to Sarasota’s key amenities. This second-floor residence offers approximately 1,084 sq ft of single-level living with a spacious 9' × 14' screened lanai overlooking the community pool. Recent improvements include hurricane-impact windows and a new roof completed last year, providing peace of mind and energy efficiency. The interior features an updated kitchen and bathrooms, wood-style flooring, and an in-unit laundry room for added convenience. The floor plan includes an open living and dining area with direct access to the pool-facing lanai, creating an ideal indoor-outdoor extension of the living space. The primary suite offers ample storage and an updated bath, while the guest bedroom and additional full bath provide flexibility for visitors or home workspace needs. This condo also includes one assigned covered parking space plus abundant guest parking throughout the community. From this central Sarasota location, reach Arlington Park (2.5 mi) for aquatic facilities, fitness center, tennis, pickleball, basketball, and walking paths. Explore Downtown Sarasota (4 mi) for dining, shops, and Bayfront Park, or head to Siesta Key Beach (5.5 mi) for world-famous coastline. Additional anchors include Legacy Trail access (2.2 mi), Walmart Neighborhood Market (0.9 mi), Starbucks (1.2 mi), Westfield Siesta Key (2.5 mi), and direct routes via US-41 (2 mi) and I-75 (3.8 mi). This furnished condominium combines an updated interior, secured lobby access, an elevator, pool views, and proximity to Sarasota’s beaches, parks, shopping, and medical services. Be sure to view the Zillow 3D Tour and Matterport walk-through for a complete look at the layout and features of Unit 224.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jill French (941-600-8281)
1021 CRESCENT ST, SARASOTA, FL 34242
$1,745,00068 Days on yellowkey MLS ID: A4681826
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 2780 Built: 2015 Tax: $17,389 (2025)Community: Siesta/RocksMulti-Family 5+
Taxes:$17,389
Remarks: ***Potential for $150k+ gross income. Zoned for weekly rentals. ONE UNIT IN CONDO COMMUNITY*** Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. This unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $150,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
1021 CRESCENT ST #1, SARASOTA, FL 34242
$1,745,000113 Days on yellowkey MLS ID: A4676253
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2780 Built: 2015 Tax: $17,389 (2025)Community: Siesta/RocksCondo
Remarks: Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. this unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $120,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.
2308 SHADOW OAKS RD, SARASOTA, FL 34240
$1,135,00092 Days on yellowkey MLS ID: A4678649
3 Days Off yellowkey (back on 3/24/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4452 Built: 1980 Tax: $5,364 (2025)Community: Shadow OaksSingle Family
Taxes:$5,364
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Your private oasis close to everything awaits! Welcome home to this beautiful extensively upgraded 4 bed, 4 bath, 4452 square foot home on over an acre complementing contemporary expectations with timeless country charm. Within you’ll discover a truly flexible living space for modern families & everyone’s hobbies with a master suite option on both floors, spacious living areas, dedicated office & an extra flex room, game room, playroom, gym or guest suite. Or the south wing could simply be a generous multi-generational retreat…. The 2020 renovations enlightened & streamlined the interior with a huge chef’s kitchen & dining room combo, all new bathrooms, updated bedrooms with walk-in closets & flooring too–all while maintaining the home’s warm & inviting character. Two wood-burning fireplaces add a cozy ambiance to both living rooms, upstairs & down. Outside, enjoy true Florida living with a screened-in heated saltwater pool, outdoor kitchen with built-in grill & large covered patio–perfect for entertaining or quiet relaxation. Warblers, sandhill cranes & a little family of deer will bring joy to your days as will stunning sunsets by the pool at night. With 200 feet along peaceful Philippi Creek, this private lot features outdoor lighting, irrigation, mature oaks, bamboo, banana trees, rows of foxtail palms & ample room for all the big & little kid toys you’ve been wishing for! The oversized two-car garage features EV charging, rear garage door, additional storage & extra room. Additional energy & cost-savings bonuses include a 3-zoned HVAC system & other mechanical updates throughout. No HOA or CDD fees. Flood zone X for extra savings & peace of mind. Perfect for nature lovers & exercise enthusiasts, the world-famous Celery Fields bird & nature refuge is 0.4 miles away for you to hike, bike, paddle, fish & birdwatch as a daily routine. When you must run errands, this generous retreat is also only minutes from many shopping/dining choices at Bee Ridge, Fruitville, UTC, Lakewood Ranch & Costco along nearby Interstate exits & is within thirty minutes of the airport, St Armands Circle, Lido & Siesta Key beaches & downtown Sarasota too. Then come home again & disappear into the rare rustic charm of this tropical sanctuary estate.
Listing is courtesy of: SUNCOAST HOMES & DREAMS (941-350-4411)
Listing Agent: Christina Pitchford, Pa (941-350-4411)
1686 NORTH DR, SARASOTA, FL 34239
$4,250,00021 Days on yellowkey MLS ID: A4687696
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 6128 Built: 2021 Tax: $36,841 (2024)Community: Cherokee Park 2Single Family
Taxes:$36,841
Elementary School: Southside Elementary
Remarks: Welcome to this stunning 2021-built home in one of Sarasota's most iconic and picturesque historic neighborhoods, Cherokee Park. Offering luxurious living with thoughtful design, this spacious residence of over 6000 square feet features a desirable first-floor primary suite with a decadent bathroom with soaking tub, oversized marble shower, and access to the covered porch for your morning coffee. The gourmet kitchen is equipped with Wolf and Subzero appliances, marble countertops, a walk-in pantry, oversized island for food prep or casual dining, and sweeping views of the pool and lush backyard. A dedicated dining room provides an elegant setting for formal entertaining. The family room is centrally located for optimal entertaining and boasts a gas fireplace, marble detail, and custom built-ins. The sophisticated den offers custom cabinetry and is ideal for a home office or a sitting room. Upstairs, you'll find four additional bedrooms, each offering ample space and walk-in closet storage, complemented by three full bathrooms. There is a large exercise room / flex space on the 2nd floor which includes counter space and an undercounter refrigerator and relaxation area. The third floor includes a movie room. The first floor laundry room boasts a custom mudroom with shoe cubbies and a built-in desk, conveniently located off the four-car garage. The private guest suite includes a kitchenette, separate laundry, and elevator access, making it ideal for extended family, a live-in nanny or au pair, or visiting guests. This home features beautiful oak flooring throughout, adding warmth and elegance to every room. Impeccable attention to detail is evident in every corner and the rooms are filled with abundant natural light. Step outside to your own private resort-style retreat, complete with a fully equipped outdoor kitchen and bar area, perfect for alfresco dining and entertaining under the Florida sky. Enjoy quiet evenings on the back porch overlooking the heated pool and fenced yard with newly installed and maintenance-free turf grass. Built with steel-reinforced framing and durable Hardie board siding this home offers superior structural integrity, is built to the latest hurricane codes and is not in a flood zone. Perfect for multigenerational living or hosting guests, this home combines modern elegance with practicality. Co-listing agent is the owner.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
2551 HIBISCUS ST, SARASOTA, FL 34239
$799,00071 Days on yellowkey MLS ID: A4681532
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1988 Built: 1957Monthly Fee: $17 Tax: $2,183 (2025)Community: South GateSingle Family
Taxes:$2,183
Remarks: One or more photo(s) has been virtually staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.
Listing Agent: Katy Mcbrayer (941-400-2406)
4050 HIGEL AVE, SARASOTA, FL 34242
$25,000,000101 Days on yellowkey MLS ID: A4677328
0 Days Off yellowkey (back on 3/28/2026)
Bed: 5 Bath: 6.5 Liv Area Sq Ft: 6301 Built: 2027 Tax: $41,628 (2025)Community: Siesta Rev OfSingle Family
Taxes:$41,628
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines on the Gulf of America and Sarasota Bay. Spanning 14,543 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half baths. Engineered for longevity, it rests on a fortified foundation with a riprap seawall installation, ensuring enduring protection for the estate, luxe pool with hot tub, and land. Lifestyle amenities rival the finest resorts: a rooftop with ocean views, and a full personal fitness center with yoga studio. Entertainment spaces abound with opportunity for a movie theater room, an ocean-view office, gun and jewelry safe room, and an up to 16-car enclosed garage. Paddleboard and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand master suite has an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths. Multiple terraces, an outdoor kitchen, a chef’s kitchen, and butler’s pantry add to the all-inclusive luxury lifestyle of this home. More than a residence, this estate is a legacy home—crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living. Private showings are available upon request.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1001 BENJAMIN FRANKLIN DR #510, SARASOTA, FL 34236
$699,000400 Days on yellowkey MLS ID: A4643282
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1980 Tax: $7,425 (2024)Community: Lido TowersCondo
Taxes:$7,425
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. You will fall in love from the moment you enter this Stunning updated 5th-floor Corner Unit Residence with CITY & BAY VIEWS located at the well maintained Lido Towers on Lido Key. With private Deeded Beach Access to the beautiful Lido Beach via Lido Surf & Sand, this unit has it all! Gorgeous renovated kitchen with wood cabinets, custom pull outs, soft close doors and drawers, granite countertops, the prettiest tiled backsplash, fabulous lighting that adds to the ambiance with under cabinet lighting, indirect lighting, and recessed lighting on adjustable dimmers, ceiling fan, large pantry, and a Culligan filtered water system. Relax on the private wrap around balcony that has wonderful views of the preserve and the downtown city lights. This open plan is light and bright. The luxurious Owner's en-suite boasts a custom walk-in closet, updated vanity with marble counter top, marble shower with glass door, and marble flooring. You will appreciate all of the attention that was given to the details with the engineered wood flooring, plantation shutters through out, Impact Rated-Windows and Sliding Glass Doors, new screen door, plus the HVAC system had a UV light added in 2022. NEW ROOF installed 12/25! The guest bedroom en-suite has a walk-in custom closet and it's own entrance into the guest bathroom for privacy. Your guest will enjoy the exquisite finishes of the marble top vanity, marble glass enclosed shower, and marble flooring. This unit includes a covered parking space, plenty of guest parking, a storage closet, and community amenities consist of a large heated pool, nice sized hot tub, sauna, grills by the pool, and a club room that has a kitchen and plenty of tables and seating which is perfect for a party. Laundry facilities are located on each floor and includes a laundry sink. Owners are allowed one-month minimum rental twelve times a year. All milestone inspections are complete. Conveniently located to Ted Sparling Park, St. Armand's Circle which has a variety of restaurants and shops, golf courses, and downtown Sarasota.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Susan Retzke (941-544-5558)
1024 ALBRITTON AVE, SARASOTA, FL 34232
$369,000148 Days on yellowkey MLS ID: A4672281
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1743 Built: 1990 Tax: $3,825 (2025)Community: CrestlineSingle Family
Taxes:$3,825
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. Back on the markety, buyer's couldn't obtain finnacing. Welcome home. You will be pleased from the moment get in there. This home offers an open floor plan with lots of light, porcelain tile through out, living, dining and family room. Very open floor plan with vaulted ceilings make the house feels roomy. Kitchen boasts wood, soft closed cabinets, granite countertops in neutral colors. Bathrooms are beautifully appointed with neutral colors and decorative tile. Primary bedroom is very ample with walk-in and a built in closet. Enclosed porch was converted in TV room and office with built-in desks. Inside laundry room, totally fenced with cover space to put your boat. Centrally located in a nice neighborhood and without any restrictions. You will fall in love right away!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Duneska Grant (941-374-2272)
8897 MIDNIGHT PASS RD #105, SARASOTA, FL 34242
$515,00067 Days on yellowkey MLS ID: A4681513
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1973 Tax: $5,776 (2025)Community: Sunrise Cove Sec 1Condo
Taxes:$5,776
Remarks: Luxury waterfront living on Little Sarasota Bay in the highly sought-after Sunrise Cove, located on the peaceful southern end of Siesta Key. This direct bayfront, ground-floor condo offers 2 bedrooms, 2 bathrooms, in-unit laundry, and 1,233 square feet of thoughtfully designed living space with pool and expansive water views. Residents enjoy resort-style amenities including two heated pools, boat docks, tennis and pickleball courts, kayak and bike storage, and a community center featuring a fitness facility, billiards, and ping pong. Conveniently located just minutes from Turtle Beach, local dining, and the trolley stop for easy access to Siesta Beach and Siesta Village—providing the ultimate island lifestyle with boating, shopping, and dining nearby. (No flooding from the 2024 storms.)
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
5151 SAINT ALBANS AVE, SARASOTA, FL 34242
$1,095,000200 Days on yellowkey MLS ID: A4666929
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2314 Built: 1963 Tax: $8,056 (2025)Community: Siesta BeachSingle Family
Taxes:$8,056
Remarks: Charming Coastal Oasis in the Heart of Siesta Key Nestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz countertops, and stainless steel appliances, this move-in-ready home is designed for easy, coastal living. The open floor plan includes a spacious upstairs primary suite with French doors leading to a private balcony—your own quiet retreat. Three additional guest bedrooms are thoughtfully located on the first floor, including a separate guest suite with its own private entrance, offering comfort and flexibility. Step outside into your private backyard oasis featuring a beautiful pool and spa, fully enclosed with a lovely paver deck—perfect for relaxing, entertaining, or enjoying sunny Florida days in peace and privacy. There's still plenty of yard space to garden or play. Slip on your sandals for a short stroll to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor, or bike to the charming Siesta Key Village with its eclectic mix of shops, restaurants, and entertainment. Don’t miss this peaceful, spacious retreat—your own slice of paradise on Siesta Key.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
2604 WIRTS CT, SARASOTA, FL 34237
$697,000119 Days on yellowkey MLS ID: A4675496
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1917 Built: 2023Monthly Fee: $654 Tax: $8,580 (2025)Community: Payne Park Village Ph IiTownhouse
Taxes:$8,580
Elementary School: Alta Vista Elementary
Remarks: DOWNTOWN SARASOTA MODERN LIVING! Built in 2023, this luxurious 3-bedroom, 3-bath townhome offers over 1,900 square feet of thoughtfully designed living space across three levels, perfectly blending style, comfort, and functionality. Ideally positioned on the highly desirable north side of Payne Park Village, each level features its own bedroom and full bath—offering the ideal balance of privacy and togetherness. A private brick-paver, fenced front courtyard leads you to the front door, while a rear-entry two-car garage adds convenience. The open-concept kitchen is a true showpiece, featuring stainless steel appliances, quartz countertops, 42” wood cabinetry, designer pendant lighting and a spacious island with seating. The kitchen flows seamlessly into a light-filled living area with soaring ceilings and serene views of Payne Park. The primary suite is a tranquil retreat, complete with an elegant en-suite bath showcasing a glass-enclosed shower, dual-sink quartz vanity, modern lighting, and a separate water closet. Laundry is conveniently located on the third level, just steps from the primary bedroom. Residents enjoy resort-style amenities, including sidewalks, lush tropical landscaping, a heated pool and spa, lounge seating, dog park, grills, picnic areas, and more. The community offers direct access to the Legacy Trail, and just across the street lies Payne Park, featuring expansive green space, tennis courts, circus playground, skate park, disc golf course, and endless recreational opportunities. Located minutes from Downtown Sarasota, renowned for its diverse dining scene, arts and culture, parades, entertainment, special events, and the beloved weekly farmers market—this home truly embodies the LIVE, WORK, PLAY lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
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