Location: Sarasota
Do Not Show Listings
8456 MIDNIGHT PASS RD, SARASOTA, FL 34242
$1,900,00061 Days on yellowkey MLS ID: TB8497342
REDUCED by $300,000 (13.6%) on 05/30/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 966 Built: 1962 Tax: $7,269 (2025)Community: Heron Lagoon Lodge SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,269
Elementary School: Southside Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
10863 ECLIPSE ST, SARASOTA, FL 34241
$849,43459 Days on yellowkey MLS ID: A4690449
1 Days Off yellowkey (back on 5/30/2026)
INCREASED by $25,000 (3.0%) on 05/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3505 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
Elementary School: None
Middle School: None
Remarks: Under Construction. What's Special: Conservation View | Dedicated Study | Game Room | No Rear Neighbors. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Tybee at 10863 Eclipse Street in Cassia at Skye Ranch! The first floor welcomes you with a dedicated study and a versatile flex room, leading into an open concept great room, dining area, and kitchen with a center island that opens to a covered lanai, making it easy to enjoy indoor and outdoor gatherings. Tucked privately at the back of the home, the primary suite features an attached bath with a dual sink vanity, soaking tub, separate shower, and an oversized walk-in closet, while a conveniently located laundry room sits just off the garage entry to simplify daily routines. Upstairs, four secondary bedrooms share two full baths and gather around a spacious game room that adds even more room to relax or play. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: gourmet kitchen, tray ceiling package, impact window throughout the home, a soaking tub with a separate shower in the primary bathroom, outdoor kitchen rough-in, and a shower in bathroom 2 upstairs. MLS#A4690449
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
7860 HOLIDAY DR, SARASOTA, FL 34231
$950,00048 Days on yellowkey MLS ID: A4691644
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2196 Built: 1957 Tax: $7,241 (2025)Community: Holiday HarborSingle Family
Taxes:$7,241
Elementary School: Gulf Gate Elementary
Remarks: Wonderfully charming street along HIDDEN HARBOR MARINA high and dry this lovely turn key home has 3 beds and 2.5 baths, a heated pool and large fenced yard.. NO HOA Country restrictions only Sarasota County restrictions. Home has many updates including a light and bright kitchen, window treatments, a king bed en-suite bath with French doors to a covered patio with plenty of lounging furniture and TV set up. This home comes turnkey furnished and has IMPACT RESISTANT, ENERGY EFFICIENT WINDOWS AND SLIDERS and a newer metal roof. You will love this HIDDEN HARBOR neighborhood with plenty of charm. Minutes to Siesta Key shopping and dining. A new shopping area to be completed by 2026 includes a new WHOLE FOODS and TRADER JOES as well as shopping and dining.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
2747 JEFFERSON CIR, SARASOTA, FL 34239
$850,00038 Days on yellowkey MLS ID: A4692671
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1961 Tax: $2,392 (2025)Community: South GateSingle Family
Taxes:$2,392
High School: Sarasota High
Remarks: Nestled in the highly desirable Southgate neighborhood, this charming 2 bedroom/2 bath, midcentury built home, welcomes you with gorgeous terrazzo floors and warm, custom cherry wood built-ins and cabinetry. 2747 Jefferson Circle offers the perfect blend of comfort, versatility, and a prime location. You will also enjoy a bonus/flex room that currently serves as an office but could easily be a studio, home gym, or third bedroom. The 2 car attached garage is air-conditioned space, providing additional climate controlled storage. Step outside, and you'll find not one, but TWO screened lanais—one leading to a serene backyard and BBQ area and the other feels like a dreamy, sunny greenhouse. Step into the spacious backyard and you will find a 400 square foot detached, air-conditioned garage currently used as a workshop and office. Dreaming of an accessory dwelling unit (ADU) or mother in-law suite? This detached workshop, with its own separate, gated driveway and entrance, is ready for your transformation. This home can adapt effortlessly to all your needs. Inside the home, recent updates will provide you with peace of mind. Impact windows were installed in 2019. No cast iron here! Plumbing and supply lines were replaced in 2016, and a new AC was installed in 2023. It doesn’t get much better than living in the heart of Sarasota. Relish in being just 2.5 miles from the powder-soft sands of Siesta Key Beach and live just minutes from the vibrance of Downtown Sarasota. You can delight in world-class beaches, world class dining, shopping, and cultural experiences all within minutes. Plus, a Sarasota locals favorite, Arlington Park, is merely a 4 minute bike ride OR 4 minute drive and less than 15 minute walk away, offering access to a public pool, tennis courts, racquetball, and shady walking trails. This is more than just a home; it’s your ticket to the ultimate Sarasota lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
4762 ANTRIM DR, SARASOTA, FL 34240
$749,00080 Days on yellowkey MLS ID: A4687558
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3077 Built: 2022Monthly Fee: $211 Tax: $8,304 (2025)Community: Worthington Ph 2Spa: NoSingle Family
Taxes:$8,304
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Tucked inside the gated community of Worthington in East Sarasota, this lakefront pool home offers a side of Sarasota that many buyers do not even realize exists. Quiet streets, natural surroundings, and newer construction come together to create a setting that feels removed, yet remains just minutes from everything that makes Sarasota so desirable. Built in 2022 and offering over 3,000 square feet of thoughtfully designed living space, this residence delivers the perfect balance of function, flexibility, and lifestyle. From the moment you walk in, you are greeted by clean lines, tile flooring throughout the main level, and a layout that flows effortlessly from one space to the next. The kitchen is designed for both everyday living and entertaining, featuring white cabinetry, quartz countertops, a large center island, natural gas cooking, and stainless steel GE appliances. It opens seamlessly into the main living area, creating a bright and connected space that feels both comfortable and inviting. The primary suite is privately positioned and takes full advantage of the home’s lakefront setting, offering peaceful water views, a tray ceiling, upgraded lighting, and a spacious bathroom complete with dual vanities, a fully tiled walk in shower, and a custom built in closet system. Flexibility is a key feature of this home, with a downstairs den that works perfectly as a home office and an upstairs bonus space that can be tailored to fit your lifestyle, whether that is a media room, gym, or additional living area. Step outside and the home truly comes to life. The saltwater pool, complete with an electric heater, overlooks a wide lake view framed by natural landscaping for added privacy. With its west facing exposure, this is the kind of backyard where sunsets become part of your daily routine. Worthington is a newer gated community known for its quiet atmosphere and low density design, offering a more private alternative to larger master planned neighborhoods. With no CDD fees and a location just east of I 75, residents enjoy quick access to Waterside at Lakewood Ranch, UTC shopping and dining, and some of Sarasota’s favorite local spots. Stottlemyer’s Smokehouse, the Celery Fields, and Big Top Brewing are all just a short drive away, making it easy to enjoy live music, outdoor activities, and local craft culture without going far from home. This is a rare opportunity to own a move in ready lakefront pool home in one of Sarasota’s most underrated communities, where space, privacy, and convenience all come together.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
209 BRIGGS CT, SARASOTA, FL 34237
$464,000144 Days on yellowkey MLS ID: A4676792
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 1956 Tax: $5,871 (2025)Community: Desoto Park For Petroutsa BrosSingle Family
Taxes:$5,871
Elementary School: Tuttle Elementary
Middle School: Booker Middle
Remarks: Welcome to 209 Briggs Court, a charming Florida home ideally located just minutes from Downtown Sarasota, tucked just off Fruitville Road with easy access to I-75, award-winning Gulf beaches, and everything Sarasota has to offer. This inviting residence blends timeless character with thoughtful updates, featuring original terrazzo floors, an open living space ideal for entertaining, and a spacious kitchen with ample storage—perfect for everyday living or hosting family and friends. All bedrooms offer generous closet space, adding to the home’s functionality and comfort. Updated in 2020, the home provides peace of mind while maintaining its classic Florida charm. The home also features a dedicated laundry room with a bonus room just off of it, offering flexible space ideal for a home office, playroom, storage, or hobby area—adding even more versatility to the floor plan. A bright Florida room lined with windows creates the perfect spot to enjoy your morning coffee or unwind at the end of the day. Step outside to a large, fenced backyard with plenty of room to play, garden, or entertain, complemented by fruit trees and a beautiful mango tree in the front yard. Whether you’re searching for a primary residence, seasonal winter retreat, or income-producing rental, this property offers flexibility and opportunity to suit your needs—all in a central Sarasota location close to downtown dining, shopping, beaches, and major roadways. Character, location, and potential—Briggs Court delivers it all!
Listing Agent: Drew Jacobsen (941-253-6309)
5727 RIEGELS POINT RD, SARASOTA, FL 34242
$4,295,000684 Days on yellowkey MLS ID: A4618421
REDUCED by $300,000 (6.5%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3616 Built: 1982Monthly Fee: $125 Tax: $19,884 (2024)Community: Riegels LandingSpa: YesSingle Family
Taxes:$19,884
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
4925 REMINGTON DR, SARASOTA, FL 34234
$629,000124 Days on yellowkey MLS ID: A4682036
REDUCED by $20,000 (3.1%) on 05/17/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1605 Built: 1958 Tax: $5,532 (2025)Community: Sapphire HeightsSingle Family
Taxes:$5,532
Elementary School: Emma E. Booker Elementary
Remarks: PRICE REDUCED!!!! Welcome to 9425 Remington Drive — where privacy, freedom, and prime Sarasota living converge in one exceptional offering. Within walking distance of a stunning Sapphire Shore Park, where you can relish in breathtaking sunsets. Located in one of Sarasota’s most desirable West of Trail enclaves, just moments from the water, this property represents a rare opportunity in a location where land value and long-term appreciation consistently outperform broader market trends. In this coveted pocket, lifestyle, proximity, and scarcity drive demand — making opportunities like this increasingly limited for those seeking to secure a premier address in a timeless coastal setting.This refined 3-bedroom, 3.5-bath residence spans 1,605 square feet of thoughtfully designed space, delivering both sophistication and comfort — all without HOA fees or deed restrictions, a rarity that elevates both lifestyle and investment value. Each bedroom serves as a private retreat, complete with its own en-suite bath, creating an ideal layout for guests, multigenerational living, or a seamless work-from-home setup. A beautifully positioned powder room enhances convenience for entertaining. The open-concept design flows effortlessly, filled with natural light and understated elegance. The living spaces are designed for connection yet maintain a sense of calm and separation, offering both intimacy and versatility. Outdoors, the true luxury reveals itself — absolute freedom. Park your boat or RV, design your outdoor sanctuary, or tailor the property to your vision without restriction or approval. Located just minutes from downtown Sarasota, SRQ Airport, St. Armands Circle, and the Gulf Coast’s renowned beaches, this address delivers the ultimate balance of accessibility and coastal sophistication. This is more than a home — it’s an opportunity to live unrestricted in one of Sarasota’s most desirable and convenient locations.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
743 STONECREST DR, SARASOTA, FL 34232
$691,499370 Days on yellowkey MLS ID: A4654945
REDUCED by $28,500 (4.0%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2197 Built: 2003Monthly Fee: $50 Tax: $3,149 (2024)Community: The Oaks At Woodland Park Ph 2Spa: YesSingle Family
Taxes:$3,149
Elementary School: Fruitville Elementary
Remarks: Welcome to a hidden gem in the heart of Sarasota, nestled within an intimate community of just 77 homes. This beautifully maintained four-bedroom residence offers the perfect blend of comfort, style, and Florida charm. With an open-concept layout and warm maple wood flooring throughout the main living spaces, it’s ideal for both relaxed family living and entertaining guests. The kitchen is a dream for home chefs, featuring 42” cabinetry, granite countertops, under-cabinet lighting, a walk-in pantry, and a smart layout that makes meal prep a breeze. The family room, formal dining, and living areas flow effortlessly together, creating a welcoming space full of natural light. The oversized primary suite serves as a true retreat, offering direct access to the lanai through sliding glass doors. The ensuite bathroom boasts double vanities, a relaxing garden tub, and a sleek glass-enclosed walk-in shower. Each of the additional bedrooms is generously sized, with one currently being used as a home office. A guest bathroom conveniently opens to the pool area—perfect for rinsing off after a swim. Step outside to your private backyard oasis, where a pavered lanai with wood-paneled ceilings provides the ideal setting for alfresco dining or simply unwinding. A heated pool and spa elevate everyday living, making it easy to enjoy Florida’s sunny lifestyle year-round. Lush landscaping adds to the tranquil ambiance. Ideally situated near both downtown Sarasota and I-75, this location offers unmatched convenience. And with the Gulf Coast’s world-renowned beaches just a short drive away, this home truly offers the best of Sarasota living. Don't wait, schedule your showing today!
Listing is courtesy of: SARASOTA LAND AND HOMES LLC (941-320-6687)
Listing Agent: James Hirschman (941-320-6687)
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000170 Days on yellowkey MLS ID: A4675500
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $600,000 (7.1%) on 05/17/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5582 Built: 2004Monthly Fee: $42 Tax: $57,926 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$57,926
Remarks: Discover refined living and tranquility in this stunning home set within the esteemed Lido Shores neighborhood. Step inside through striking Sapele entry doors into a thoughtfully remodeled residence by award-winning Mindy Webb Design. The instant you enter, you're greeted by a breathtaking wall of windows that highlights the infinity pool, sweeping views of Sarasota Bay, the city skyline, and the impressive John Ringling Bridge. Inside, a contemporary color palette and premium finishes elevate every room. The spacious five-bedroom estate reveals meticulous craftsmanship throughout, with Italian flooring, a gourmet chef’s kitchen, butler’s pantry, billiard room, two wet bars, a climate-controlled wine cellar holding up to 648 bottles, intricate crown molding, tray ceilings, an office/den with embossed copper ceiling, and a two-stop elevator. The master suite, on the main floor, includes dual, custom walk-in closets and a spa-like bathroom. An extraordinary collection of chandeliers throughout the home adds a touch of elegance. Three of the additional en-suite bedrooms provide comfort for guests or family, the show-stopping wine cellar , with new cooler, will delight any enthusiast. Start your mornings peacefully, taking in the kaleidoscope of hues as the sun rises over the bay, watch dolphins and manatees glide by. Relax at night beside a fire on the upper balcony, enjoying views of the glowing Ringling Bridge and Sarasota skyline. Outdoor features include a summer kitchen, two separate dining spaces, a 16,000 lb. boat lift capable of accommodating deep-hulled vessels, two Jet Ski lifts, a dedicated kayak/paddle boat platform measuring 9 feet by 14 feet with an integrated rack, as well as an additional dock platform sized at 16 feet by 9 feet. Sustainable updates abound, like 51 new solar panels paired with three Tesla storage batteries. Additional features: four-zone Trane air system, fenced yard, brand-new metal roof (2025). The professionally landscaped grounds feature native Florida foliage, palm trees, and ambient lighting for evening gatherings. Furniture available via separate contract. End your day with a stroll along your community-private beach. Lido Shores Association membership is voluntary ($500/year) for access to a private gated beach, pavilion, Bocci Ball Court, and many community events. This home has been expertly renovated and meticulously maintained—simply bring your suitcase and move right in! Located minutes from boutique shopping, fine dining, cultural venues, and St. Armands Circle, residents also enjoy proximity to world-class golf courses and recreational parks. The residence promises both privacy and community, offering a tranquil retreat while being close to Sarasota's vibrant coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
1610 N LODGE DR, SARASOTA, FL 34239
$11,500,000217 Days on yellowkey MLS ID: A4671493
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 7110 Built: 2024Monthly Fee: $29 Tax: $33,292 (2024)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$33,292
Remarks: Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.
765 SIESTA KEY CIR, SARASOTA, FL 34242
$3,290,00035 Days on yellowkey MLS ID: C7525634
REDUCED by $210,000 (6.0%) on 05/30/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3446 Built: 1972Monthly Fee: $83 Tax: $20,136 (2025)Community: Siestas BaysideSingle Family
Taxes:$20,136
High School: None
Remarks: Hidden behind an expansive 250-foot circular driveway, the residence is designed for those who appreciate luxury waterfront living and effortless entertaining. Offering approximately 3,500+ square feet, the home features 5 bedrooms, 2 bonus rooms, and dual primary suites, including a spacious main-level owner’s retreat and an additional upstairs suite ideal for guests or multigenerational living. Inside, timeless elegance meets modern functionality with marble flooring, GE Café appliances, spray foam insulated walls for enhanced efficiency and sound reduction, and expansive living spaces filled with natural light and tranquil water views. Recent improvements include three newer HVAC systems, a newer pool heater, major mechanical updates, and an oversized deep-water dock capable of accommodating larger vessels. Outdoor amenities create a true resort-style setting with a heated pool, private basketball court, lush tropical landscaping, and multiple areas for relaxation and entertaining. The oversized waterfront lot is the true centerpiece of the property, providing remarkable privacy and unobstructed boating access with no waterway limitations — an increasingly rare offering on Siesta Key. Conveniently located just minutes from Siesta Key Beach, marinas, fine dining, private clubs, and downtown Sarasota, this extraordinary property presents a rare opportunity to own a premier waterfront estate in one of Southwest Florida’s most desirable coastal destinations.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Taylor Brady (239-896-6433)
5936 ALBERT PL, SARASOTA, FL 34231
$355,00060 Days on yellowkey MLS ID: O6399746
REDUCED by $5,000 (1.4%) on 05/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1953 Tax: $3,588 (2026)Community: Stickney Point ParkSingle Family
Taxes:$3,588
Tax Year: 2026
Remarks: Tastefully renovated pool home located minutes to Siesta Key. This 2 bed 2 bath home has an additional room currently used as a third bedroom off of the living room. The other 2 bedrooms are separate ends of the home for added privacy. Minutes to many fine restaurants, local attractions and more. Can be sold as a package deal with #06398108,#06399737, #06399693, #06399686, #06398095
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
1067 WESTWAY DR, SARASOTA, FL 34236
$18,000,000123 Days on yellowkey MLS ID: A4680843
REDUCED by $2,000,000 (10.0%) on 05/30/2026
Bed: 6 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 7438 Built: 1996Monthly Fee: $42 Tax: $225,146 (2025)Community: Lido C/ Lido ShoresSpa: NoSingle Family
Taxes:$225,146
Remarks: Positioned on the pristine shores of Sarasota’s Lido Key, 1067 Westway Drive presents a truly rare Gulf-front offering—defined by scale, privacy and irreplaceable land value. With over 100 feet of private, direct beachfront, this estate occupies one of the most coveted and increasingly scarce stretches of shoreline on Florida’s West Coast. Parcels of this size are rarely found, positioning this property as both a refined coastal retreat and a generational asset. Designed to embrace its extraordinary setting, the residence unfolds with light-filled interiors, grand architectural moments and uninterrupted turquoise Gulf views from nearly every living space. A dramatic atrium entry and marble staircase lead to expansive rooms where soaring ceilings, bespoke detailing and walls of glass blur the line between indoors and out. The welcoming great room opens effortlessly into an expansive beachfront terrace - offering front-row views of endless sunsets over the Gulf of Mexico. The home is equally suited for elegant entertaining and relaxed coastal living, featuring a sophisticated bar and lounge with a custom glass wine room, a gourmet chef’s kitchen with premium appliances and multiple dining spaces outlined by panoramic water views. Savor resort-style outdoor living - and soak up the sun with unlimited boating, water sports and beachcombing. Experience the lush, tropical landscaping, infinity-edge pool overlooking the Gulf, and multiple rooftop terraces - culminating in a spectacular rooftop entertaining level with sweeping sunrise-to-sunset vistas spanning Sarasota Bay, downtown and the Gulf beyond. The primary suite is a dedicated sanctuary with its own beach-front terrace, spa-inspired bath, boutique-style dressing room and fitness space. Artfully designed for both the owner’s privacy as well as those who visit – the five guest suites are thoughtfully appointed as intimate retreats. And while famous St. Armands’s Circle and vibrant downtown Sarasota is merely minutes away for dining and shopping – there’s no need to leave the grounds when you have a private theater, 2 executive offices, fitness room, family and game rooms, bunk room and multiple rooftop decks for lounging and entertaining. Offering exceptional Gulf of Mexico frontage, uncompromising privacy and a world-class beachfront lifestyle, 1067 Westway Drive stands among the most significant residential offerings on Florida’s Gulf Coast—an estate where luxury, location and legacy converge. (Two adjoining parcels are available to design one of the most private retreats in South Florida.)
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
5625 SOFT SKIES DR, SARASOTA, FL 34238
$534,900157 Days on yellowkey MLS ID: A4677533
REDUCED by $9,000 (1.7%) on 05/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 2020Monthly Fee: $268 Tax: $5,824 (2025)Community: Promenade Estates Ph 1Single Family
Taxes:$5,824
Remarks: Gorgeous 4-bedroom, 2.5-bath home built in 2020! This immaculate residence offers a generous open-concept floor plan featuring a spacious kitchen that flows seamlessly into the living and dining areas—perfect for everyday living and entertaining. A desirable split layout provides two guest bedrooms at the front of the home, along with a versatile flex room ideal for a den or home office. The expansive primary suite boasts dual walk-in closets, an oversized shower, and a relaxing garden tub. Upgraded large subway tile flooring runs throughout the home and is complemented by beautiful matching stone countertops. The kitchen is well appointed with stainless steel appliances, a walk-in pantry, and stylish cabinetry offering abundant storage. This home blends functionality with modern design and is located in a gated community featuring an impressive community center with a resort-style pool, basketball court, playground, sand volleyball court, and golf cart parking. Low HOA fees, no CDD, and no flood insurance required. Schedule your private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Anthony Rudolph (702-286-5251)
5917 OLIVE AVE, SARASOTA, FL 34231
$473,00017 Days on yellowkey MLS ID: O6411402
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1957 Tax: $3,209 (2025)Community: Golden AcresSingle Family
Taxes:$3,209
Remarks: One or more photo(s) has been virtually staged. Located in the desirable coastal community of Sarasota, this inviting home offers a relaxed Florida lifestyle with a comfortable layout and bright, open living spaces. The interior features a functional flow designed for everyday living and easy entertaining, with well-sized bedrooms and versatile common areas. Outdoor space provides room to enjoy the warm weather year-round, whether relaxing, gardening, or hosting gatherings. Conveniently situated near Gulf beaches, shopping, dining, and cultural attractions, this property delivers both lifestyle and location in one of Sarasota’s most sought-after areas.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
600 MOURNING DOVE DR, SARASOTA, FL 34236
$11,900,00017 Days on yellowkey MLS ID: A4694192
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5767 Built: 2026Monthly Fee: $89 Tax: $47,243 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$47,243
Remarks: Under Construction. Positioned on one of Bird Key’s most expansive waterfront parcels featuring 200 foot of water-frontage, this extraordinary new construction estate captures sweeping Sarasota Bay views and represents a rare blend of architectural sophistication, enduring strength, and refined coastal luxury. Masterfully designed by renowned architect DSDG Architects and built by Dynan Construction, Sarasota’s premier waterfront builder, the residence has been thoughtfully engineered to the Fortified Gold standard, offering exceptional resilience and peace of mind for luxury waterfront living. A striking modern façade introduces interiors defined by dramatic floor-to-ceiling glass, allowing natural light and panoramic water views to pour throughout the home while seamlessly blending indoor and outdoor living. Warm, curated interior finishes create an inviting yet sophisticated ambiance, balancing contemporary architecture with timeless livability. Designed for both grand-scale entertaining and effortless daily living, the residence features four luxurious bedroom suites, a private office, a gym/wellness center with sauna, elevator access to all levels, an expansive rooftop deck designed to capture breathtaking sunsets over Sarasota Bay, and a spacious three-car garage. The outdoor living experience is equally compelling, with resort-inspired entertaining spaces thoughtfully designed to embrace the coveted waterfront lifestyle. The masterfully designed infinity-edge pool serves as the centerpiece of the outdoor living experience, offering a striking visual connection to the surrounding waterfront setting. Set within one of Sarasota’s most prestigious waterfront communities, this exceptional offering presents a rare opportunity to own a statement residence between downtown Sarasota and St. Armands Circle, offering an unmatched lifestyle surrounded by fine dining, boutique shopping, cultural attractions, boating amenities, and breathtaking Gulf beaches.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
12016 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,795,000165 Days on yellowkey MLS ID: A4676570
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3639 Built: 2017Monthly Fee: $560 Tax: $8,084 (2025)Community: Legacy Estates At Esplanade On Palmer RanchSpa: NoSingle Family
Taxes:$8,084
Remarks: Under contract-accepting backup offers. Welcome to 12016 Legacy Estates Blvd, a meticulously maintained 3-bedroom, 3.5-bath home offering 3,639 sq. ft. of living space in a sought-after resort-style community. This spacious residence features beautiful porcelain tile floors, abundant natural light, and an open layout designed for both comfortable living and entertaining. The home provides plenty of space for family and guests and includes an oversized bonus room that can be easily converted into a fourth bedroom or media room. Pride of ownership is evident throughout. Step outside to your private outdoor retreat featuring an oversized lanai, outdoor kitchen, and a serene pool overlooking a peaceful pond, perfect for relaxing or hosting gatherings while enjoying Florida’s indoor-outdoor lifestyle. Residents enjoy access to an impressive resort-style clubhouse offering a fitness center, spa, game room, and large common areas ideal for social events. The community pool is complemented by the popular Bahama Bar, serving great food and drinks in a relaxed setting. For outdoor enthusiasts, the community offers two convenient access points to the famous Legacy Trail, perfect for running, walking, or biking. This exceptional property combines luxury, space, and outstanding amenities in an unbeatable location.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Austin Hager (941-254-3199)
8067 WATERBEND TRL, SARASOTA, FL 34240
$1,900,000144 Days on yellowkey MLS ID: A4678689
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3509 Built: 2022Monthly Fee: $382 Tax: $17,545 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$17,545
Remarks: Welcome to your dream home in the highly sought-after Lakehouse Cove at Lakewood Ranch. This exceptional Tideland floor plan by Homes by Towne offers the perfect blend of luxury, comfort, and true waterfront living, highlighted by expansive panoramic lake views. This thoughtfully designed 3-bedroom, 4-bathroom residence features a spacious open-concept layout accented by high-end finishes and quality upgrades throughout. The main level includes a dedicated office, ideal for working from home or creating a private retreat, as well as a generous primary suite with a spa-inspired bathroom and large walk-in closet. Step outside to the oversized screened lanai and take in tranquil mornings and breathtaking sunset views over the lake—an ideal setting for relaxation and entertaining. The upper level offers a versatile bonus living area, perfect for a media room, guest suite, or additional gathering space. Each bedroom is designed for privacy and comfort, with its own en-suite bathroom, making this home well-suited for family and guests alike. Situated within the amenity-rich Lakehouse Cove community, residents enjoy access to a resort-style clubhouse, fitness center, pool, kayak launch, and miles of scenic walking trails. Conveniently located near shopping, dining, and all that Lakewood Ranch has to offer, this lakefront home presents a rare opportunity to enjoy refined Florida living at its best.
Listing is courtesy of: RANCH REALTY (941-228-1229)
Listing Agent: Kevin Bryceland (941-228-1229)
3993 HINA DR, SARASOTA, FL 34241
$395,000182 Days on yellowkey MLS ID: O6367407
REDUCED by $5,000 (1.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1792 Built: 1984 Tax: $3,312 (2024)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$3,312
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome home to the perfect blend of location, style, and functionality! Ideally situated in the desirable Lake Sarasota area, this beautifully maintained residence offers quick access to I 75, premier shopping, and the world-famous white sands of Siesta Key Beach—making everyday living and weekend getaways effortless. Step inside and fall in love with the open-concept floor plan, designed for both entertaining and comfortable daily living. The show-stopping kitchen is truly the heart of the home, featuring granite countertops, stainless steel appliances and French doors that open seamlessly to a spacious lanai—perfect for indoor-outdoor living. Outside, enjoy your oversized, fully fenced backyard, offering exceptional privacy and plenty of room to relax, play, or entertain. A convenient utility building adds valuable storage and functionality. This home offers three spacious bedrooms and two full bathrooms, plus a versatile bonus room off the primary suite that can easily serve as a fourth bedroom, home office, nursery, or creative space. The primary retreat is complete with a spa-inspired en-suite bath, showcasing dual vanities and an oversized walk-in shower. With its desirable location, flexible layout, stylish finishes, and private outdoor space, this home truly checks all the boxes. Don’t miss your opportunity to own this exceptional Florida retreat—schedule your private showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
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