Location: Sarasota
Do Not Show Listings
2314 N OSPREY AVE, SARASOTA, FL 34234
$255,00088 Days on yellowkey MLS ID: TB8491942
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 760 Built: 1959 Tax: $2,171 (2025)Community: NewtownSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,171
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Location! Location! The seller is highly motivated and encourages you to bring all offers. This updated 3-bedroom, 1-bath concrete home features several key improvements, including roof, HVAC system, LED lighting, flooring, and fresh paint throughout. The kitchen and bathroom were previously updated. Additionally, the property includes a fully fenced yard. The home is conveniently located near downtown Main Street, the Ringling Museum, and the Sarasota Bradenton Airport.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Ivey Shelley (941-544-1129)
3319 OVERCUP OAK TER, SARASOTA, FL 34237
$219,00088 Days on yellowkey MLS ID: A4687924
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 2008Monthly Fee: $210 Tax: $1,305 (2025)Community: Oakwood ManorManufactured Home
Taxes:$1,305
Elementary School: None
High School: None
Middle School: None
Remarks: This home combines convenience and style in a welcoming well-maintained and vibrant gated community. ABOUT THE HOME: This beautifully designed 2008 Manufactured home has 1,278 sf of living space and an ideal layout with the 2-bedroom 2 bath split floor plan offering both privacy and comfort, featuring a spacious living room with high ceilings and windows, perfect for relaxing or entertaining. The home includes a formal dining area with an oval dining set and a large kitchen with ample cabinets and a tile backsplash, pantry, refrigerator, stove, dishwasher and garbage disposal, complemented by a cozy breakfast dinette with a round table and seating for 4, a mounted flat screen TV and a sliding glass door leading to the carport—an ideal space for casual dining, games or working a puzzle. Just off the breakfast dinette are the full sized washer and dryer housed in a laundry closet. The large primary suite serves as a private retreat with a king bed, chest drawers, desk and walk in closet. This space is complete with an expansive en suite bathroom featuring dual sinks, a walk-in shower and WC nook. Sky lights in both bathrooms provide natural lighting. The large carport is roomy enough for 2 vehicles and/or an outdoor covered living area. The shed provides extra storage space. Home is partially furnished. Shingle roof replaced 1/2024 - Drywall in Living, Dining, and both Bedrooms ABOUT THE COMMUNITY: Oakwood Manor is located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee of $210/month - affording a big "bang for your buck" with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community shuffle board courts, putt putt course, bocce ball, ping pong and corn hole. Please note that Oakwood is a 55+, no pet, no motorcycle Park. AREA INTEREST: Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals.
Listing is courtesy of: PALM REALTY SERVICES LLC (941-284-3144)
Listing Agent: Angela Bryson (941-284-3144)
1040 SYLVAN DR, SARASOTA, FL 34234
$1,495,00088 Days on yellowkey MLS ID: A4687776
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1949 Built: 1980 Tax: $15,027 (2025)Community: Sylvan ShoresSingle Family
Taxes:$15,027
Remarks: An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
1800 WEBBER ST, SARASOTA, FL 34239
$5,200,000119 Days on yellowkey MLS ID: A4684082
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3262 Built: 2025 Tax: $12,950 (2025)Community: Poinsettia Park 2Single Family
Taxes:$12,950
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of Southside Village. Enjoy the convenience of a circular driveway with a custom paver design and garage space for three cars. With striking architecture, impeccable craftsmanship, and beautiful, thoughtfully curated finishings—showcasing detailed trim work and refined design throughout—this residence delivers sophistication and all-inclusive resort-style living in one of the area’s most desirable locations. Inside, soaring 18-foot vaulted ceilings and custom tray ceilings enhance the open-concept layout, while 12-foot full pocket sliders seamlessly connect indoor and outdoor living spaces. The living room is anchored by a sleek fireplace, creating a warm yet modern focal point. The chef’s kitchen is equipped with professional-grade gas appliances, a waterfall-edge quartz island, custom cabinetry, and an expansive butler’s pantry for effortless entertaining. A glass-enclosed wine display and tray ceiling details add dramatic appeal. The primary suite features 14-foot ceilings and a spa-inspired bath with a freestanding soaking tub, dual vanities, and a luxurious walk-in shower. All bedrooms include custom California Closets. A designated large office, spacious laundry room, and private gym complete the interior amenities. The home also has a full security system installed. Outdoors, the resort-style backyard showcases a heated saltwater pool and hot tub spa with elegant water features. The back patio, finished with a Brazilian hardwood ceiling, is enhanced with remote-controlled mosquito blinds for year-round comfort, as well as a full sound system that can be app controlled. A fully equipped outdoor kitchen, fire pit, and outdoor SunBrite TV create the ultimate entertaining space, while a private putt-putt golf course adds a one-of-a-kind touch to this exceptional property. Please let us know how we can help and give us a call to set up a tour of this beautiful home. Thank you.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4644 HIGEL AVE, SARASOTA, FL 34242
$6,300,000155 Days on yellowkey MLS ID: A4679392
0 Days Off yellowkey (back on 2/26/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3482 Built: 2026 Tax: $15,244 (2025)Community: Ocean Beach RepSingle Family
Taxes:$15,244
Elementary School: Phillippi Shores Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Under construction. This new Siesta Key residence is a masterpiece of innovative design and flawless craftsmanship, offering unparalleled luxury and coastal elegance, with a water view backyard and private boat dock. Designed and developed by the renowned Pham Development team, this home is ready for tours, with still the opportunity to customize finishings. Nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, this waterfront home blends modern elements with timeless coastal charm. Featuring 4 spacious bedrooms, 4 full and 1 half impeccably designed bathrooms, and a 3-car garage, the home is thoughtfully designed for both comfort and style. At the heart of this residence is a well appointed kitchen, with an open-concept layout. The stunning quartz island with waterfall edges takes center stage, accentuated by elegant pendant lighting. Sleek, custom cabinetry complements the state-of-the-art stainless steel appliances, making this space ideal for both entertaining. The light-filled living areas are designed to maximize the breathtaking water views, offering a seamless connection to the outdoors. Step outside to your private oasis, where a resort-style pool is surrounded by lush landscaping. The outdoor spaces are designed in harmony with the natural surroundings, creating a tranquil retreat framed by swaying palms and shimmering waters. A private boat dock with a 10,000-pound lift and seating area provides unparalleled access to the Gulf Coast's azure waters, making this home a boater’s paradise. Located in one of Sarasota’s most desirable neighborhoods, this extraordinary property offers a blend of privacy, convenience, and luxury. A short distance away from world-class beaches, fine dining, and entertainment, this is a rare opportunity to own a slice of paradise in an exceptional location.
1406 TANGIER WAY, SARASOTA, FL 34239
$6,500,000169 Days on yellowkey MLS ID: A4677512
0 Days Off yellowkey (back on 1/22/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3294 Built: 2024 Tax: $42,511 (2025)Community: San Remo EstatesSingle Family
Taxes:$42,511
Remarks: Under contract-accepting backup offers. Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota Bay. Every detail has been meticulously curated, from the custom Doca cabinetry, hand-crafted and imported from Spain, to the high-grade Portuguese porcelain countertops that extend from the kitchen to the ceiling, creating a striking visual statement. The gourmet kitchen is equipped with state-of-the-art Fulgor Milano appliances, an oversized island, and bespoke finishes, setting the stage for an elevated culinary experience. Walls of strategically placed windows flood the interiors with natural light, enhancing the contemporary loft-inspired aesthetic while showcasing the property’s unrivaled water views. The second-floor master suite is a sanctuary of refined elegance, featuring a private office, floor-to-ceiling water views, and a spa-inspired en-suite bath adorned with intricate, high-end tilework, exuding a sense of tranquility and indulgence. Ascend to the rooftop terrace, where artificial turf, a wet bar, and panoramic views create an unforgettable setting for sunset soirees and intimate gatherings under the stars. The outdoor living space is nothing short of an oasis, boasting leather-marble walkways, a champagne spa, a gas fireplace, and a fully equipped outdoor kitchen, designed for seamless alfresco entertaining. An automated mosquito misting system ensures year-round comfort, while Control4 smart home technology integrates lighting, climate, security, and entertainment at the touch of a button, delivering an effortlessly luxurious lifestyle. Boaters will revel in the two newly constructed boat lifts and direct access to Sarasota Bay, making this home an extraordinary retreat for waterfront living at its finest. Built with strength, timeless beauty, and the highest level of craftsmanship, this extraordinary waterfront residence is truly a rare find—a once-in-a-lifetime opportunity to own an unparalleled slice of Sarasota’s coastal paradise. Schedule your private showing today—this exclusive sanctuary could be yours.
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$363,000157 Days on yellowkey MLS ID: TB8466391
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1990 Tax: $2,699 (2025)Community: Chelmsford CloseVilla
Taxes:$2,699
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Located in the desirable Chelmsford Close enclave of The Meadows, this well-maintained and freshly painted 2 bedroom, 2 bathroom villa with a 2-car garage offers over 1,500 square feet of comfortable living space and golf course frontage with peaceful fairway views. Built in 1990 and carefully cared for by the original owners, the home enjoys a prime setting close to the community pool and is surrounded by mature landscaping and manicured grounds. Chelmsford Close is known as one of the newer villa communities in The Meadows, featuring solid construction, attractive architecture and a quiet, private feel. Residents enjoy a park-like setting within a 1,600-acre master-planned community offering 14+ miles of walking and biking trails, lakes, green spaces, fitness facilities, pickleball and optional golf and tennis memberships. Ideally situated near Nathan Benderson Park, University Town Center shopping and dining, and just minutes to downtown Sarasota, cultural attractions and world-class Gulf beaches. Competitively priced, this villa presents an excellent opportunity to enjoy the Sarasota lifestyle—schedule your private showing today before it’s gone!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Tyler Gilley (847-347-4734)
2616 WATERFRONT CIR, SARASOTA, FL 34240
$1,274,00090 Days on yellowkey MLS ID: A4687928
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3416 Built: 2026Monthly Fee: $353 Tax: $2,479 (2025)Community: Monterey At Lakewood RanchSingle Family
Taxes:$2,479
Elementary School: Tatum Ridge Elementary
Remarks: Under Construction. The Bearadise’s expansive open floor plan offers an exceptional blend of spaces for gathering and quiet retreats. An elegant foyer flows past a secondary bedroom with a walk-in closet and a shared full hall bath. The impressive great room is enhanced by a tray ceiling and access to the expansive covered lanai—perfect for entertaining or relaxing. Overlooking the casual dining area and great room, a well-equipped kitchen features a large center island with breakfast bar, ample counter and cabinet space, and a walk-in pantry. Highlighting the primary bedroom suite is a tray ceiling, a generous walk-in closet, and a luxurious primary bath showcasing a dual-sink vanity, a luxe shower, linen storage, and a private water closet. Adjacent to a versatile loft on the second floor are three secondary bedrooms featuring walk-in closets. Two of the bedrooms share a full hall bath, and one features a private bath. Future water views and a pool, spa, and convenient cabana bath complete this home. The kitchen layout is reimagined with an extended center island and additional storage. Modern open rail detail at the loft creates an airy second-level connection. Your upgraded primary bath features a luxe shower, freestanding tub, and dual-sink vanity. Schedule a visit today!
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Jordan Kosobucki (941-313-7373)
1780 PHILLIPPI SHORES DR #D3-39, SARASOTA, FL 34231
$69,90090 Days on yellowkey MLS ID: A4687948
Bed: Bath: 0.0 Tax: $408 (2025)Community: Phillippi Harbor ClubDock-Rackominium
Taxes:$408
Remarks: Boating starts here at Phillippi Harbor Club in a secure, hurricane-resistant, conveniently located Sarasota facility. This 28-foot rack (#D3-39) at 1780 Phillippi Shores Dr measures 28'L x 10'W x 8'H and offers protected, hurricane-rated storage right on beautiful Phillippi Creek. Enjoy valet launch service, discounted fuel, wash-down stations, showers, service racks, professional detailing, and your own private locker. The friendly staff makes every trip easy — call ahead, and your boat is splashed and ready when you arrive. No bridges to the Intracoastal and Gulf, with Sarasota Bay just minutes away, and Venice an easy cruise south. With reasonable monthly fees and a welcoming community of boaters, this is the hassle-free way to keep your boat safe and accessible year-round. Don’t miss this opportunity!
Listing is courtesy of: SARASOTA REAL ESTATE GROUP (941-922-8400)
Listing Agent: John Woodward (941-922-8400)
8534 HERON LAGOON CIR, SARASOTA, FL 34242
$1,299,00092 Days on yellowkey MLS ID: A4687653
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1153 Built: 1949Monthly Fee: $75 Tax: $5,695 (2025)Community: Heron Lagoon LodgesSingle Family
Taxes:$5,695
Remarks: A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot property in Heron Lagoon presents a rare opportunity to own in one of Siesta Key’s most intimate waterfront communities. The existing residence offers the potential to renovate or personalize, all while enjoying a tranquil lagoon setting. The property features a resort-style pool already in place which will need rehabbed, creating a strong foundation for an upgraded outdoor living space. With thoughtful improvements, this home can be transformed into a private coastal retreat that embraces indoor-outdoor living. Set within an exclusive enclave of just 13 homes — while this is 1 of 6 located on the water — residents enjoy a quiet, low-HOA community with direct access to kayaking, paddleboarding, fishing, and birdwatching. Private bridge access leads to a short stroll to Siesta Key’s world-renowned quartz-crystal beaches. Conveniently located just minutes from Siesta Key Village’s shops and dining, this property offers a unique opportunity to create your own island getaway. 3D renderings are available upon request for those seeking design inspiration.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Karlenn Peluso (941-356-5345)
1520 PELICAN POINT DR #155, SARASOTA, FL 34231
$330,00096 Days on yellowkey MLS ID: A4687049
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 789 Built: 1976Monthly Fee: $550 Tax: $2,551 (2025)Community: Pelican Cove IvCondo
Taxes:$2,551
Remarks: This one-bedroom ground floor condominium has stunning views of Sarasota Bay and is nestled under a canopy of oak trees with storybook views. The open floor plan with the sunny & bright Florida lanai room boasts loads of storage in and out. This condo is centrally located within Pelican Cove, one of Sarasota's most popular gated, waterfront complexes. The open kitchen has been renovated to make a more open flow and easy living or entertaining. The fence enclosed courtyard, off the primary bedroom, is a wonderful spot any time of the day. It's a short walk from the front door to the most picturesque of the six heated pools, or to the serene deck at Pelican Point to watch the sun set over the bay. Pelican Cove is spread out over 75 acres of natural beauty, built along Sarasota Bay. Pelican Cove has to be seen to be appreciated with manicured tropical foliage, tennis courts, 6 pools, exercise room and workshops of all kinds. Activities of every type are present: Art, Music, Wood working, Boating, and Fitness & Pelican University, kayaking, fishing, 6 pools, 4 tennis courts, a private harbor and numerous clubs and activities. Additional storage has been added to this condo for new owners' convenience. Pelican Cove is spread over 75 acres and amenities include/gated community of botanical setting on Little Sarasota Bay, within a gated community that offers sailboat, canoe, kayaking & fishing 6 pools, 4 tennis courts, a private harbor and numerous clubs and activities. This condo comes with an outdoor storage shed.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
3225 RAMBLEWOOD DR, SARASOTA, FL 34237
$160,000162 Days on yellowkey MLS ID: A4678479
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1974Monthly Fee: $702 Tax: $2,970 (2025)Community: Ramblewood AcresTownhouse
Taxes:$2,970
Elementary School: Tuttle Elementary
Remarks: Experience the epitome of maintenance-free living in the heart of Florida at Ramblewood Acres, a fantastic, gated community offering an array of luxurious amenities. Nestled in a vibrant, friendly neighborhood, this community features beautifully designed townhouses and villas surrounded by lush landscaping and mature trees. This meticulously renovated home boasts modern elegance throughout. As you step inside the charming kitchen, it invites you in to prepare your next meal. Featuring gleaming granite countertops, neutral cabinetry, and high-end stainless steel appliances it is truly a chef's delight. The attention to detail extends to the freshly painted interiors in the open-concept living and dining area where you can gather during the holidays. The spacious layout includes three full bedrooms upstairs, providing plenty of space for family and sleepover guests. The primary bedroom serves as a serene retreat after a long day, featuring direct access to a private wood deck through sliding glass doors—an ideal spot to unwind and watch the sunset. This tranquil space also includes an attached en-suite bathroom and double closets, providing ample storage for all your needs. Additional conveniences include an in-unit laundry area, a rare outside storage room that is unique to this complex, and parking is a breeze with two dedicated spaces! Residents of Ramblewood Acres enjoy access to three sparkling swimming pools, perfect for cooling off on warm Florida days. Stay active with the on-site tennis courts and playground, or gather with friends and neighbors at the expansive clubhouse, which includes a state-of-the-art fitness center, a billiards room, a fully equipped kitchen and dining area, a well-stocked library, and a large gathering room ideal for social events. Conveniently located in the heart of Sarasota, this community is just minutes away from world-renowned beaches, the Oriole Spring Training ballpark, and popular shopping and dining activities in the vibrant downtown area. Do not miss out on this opportunity, call today to schedule a private tour before it's gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
1374 MOONMIST DR #B1, SARASOTA, FL 34242
$1,000,000456 Days on yellowkey MLS ID: A4642845
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1996 Built: 1968 Tax: $2,989 (2025)Community: Polynesian GardensVilla
Taxes:$2,989
Middle School: Sarasota Middle
Remarks: A $500K price reduction - don't wait! A rarely available bayfront opportunity to create your dream retreat on Siesta Key. Experience the allure of waterfront living in this detached bayfront villa, poised for a fresh vision in the desirable Polynesian Gardens community on Siesta Key. One of only 11 exclusive bayfront residences, this end-unit villa offers sweeping, unobstructed views of the Intracoastal Waterway from nearly every room, where sunrises paint the sky in breathtaking hues. Go outside to your expansive private waterfront deck, where you can unwind to the sights of boats gliding by, playful dolphins in the distance, and the peaceful rhythm of the bay. A natural beachfront at your doorstep invites you to dip your toes in the water and embrace the tranquil coastal lifestyle. Professionally remediated following Hurricane Helene, this residence is a blank canvas, ready for transformation. With a spacious two-bedroom, two-bath layout that exceeds the size of many three-bedroom villas in the community, the potential for a luxurious, customized retreat is limitless. Enjoy the privacy and convenience of your own garage and private entrance, delivering the feel of a single-family home, yet with the ease of villa living. The location is unbeatable, just minutes from the world-famous Siesta Beach, renowned for its soft quartz sands and mesmerizing Gulf waters, where mango-hued sunsets cap off each day. Centrally located on the island, you're moments from the vibrant dining, boutique shopping, and lively atmosphere of Siesta Key Village and South Siesta Village, and just a short drive to downtown Sarasota’s cultural arts scene, theaters, and fabulous dining. This is a rare opportunity to reimagine and create your custom bayfront sanctuary in one of Siesta Key’s sought-after communities. Don’t let this one-of-a-kind coastal gem slip away.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
5370 HYLAND HILLS AVE #2724, SARASOTA, FL 34241
$229,000144 Days on yellowkey MLS ID: A4680728
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 2001 Tax: $2,860 (2025)Community: Veranda 6Condo
Taxes:$2,860
Remarks: Welcome to Heritage Oaks Golf & Country Club - one of Sarasota's most spectacular private golf course communities. Take a look at this gorgeous, 2nd floor Drummond model Veranda that is being sold Turn-Key Furnished. As soon as you walk through the front door you're greeted with large vaulted ceilings, an open floor plan, and a ton of natural light making the property feel spacious and inviting. This property features 2 bedrooms, 2 full bathrooms, a detached 1 car garage, and 2 private screened lanai spaces. Take in the spectacular view from the back of the property that overlooks the bridges, tee box, fairway, and the gorgeous water surrounding the 14th Signature Hole of the golf course - it's absolutely stunning! This panoramic view over water is one of the best in the entire community! The owners of this wonderful unit have done many improvements including: a new water heater this year (2025), beautiful granite countertops in the kitchen, stainless steel appliances, gorgeous tile backsplash, neutral interior paint, and some beautiful coastal furnishings. Imagine yourself enjoying a cup of coffee on your two private lanai spaces and taking in the abundance of wildlife that roam this Certified Audubon Neighborhood. Heritage Oaks is conveniently located near I-75 and a short drive to all things in Sarasota - dining, beaches, theater, arts, the Gulf of Mexico, and so much more! Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with 2 restaurants including the recently renovated and spectacular 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Come take a tour of this wonderful property today!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
225 HOURGLASS WAY #303, SARASOTA, FL 34242
$499,00092 Days on yellowkey MLS ID: TB8489788
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $5,476 (2025)Community: Whispering Sands Sec 2Condo
Taxes:$5,476
Remarks: 3RD FLOOR FLOODPROOF CORNER UNIT TOP FLOOR PENTHOUSE PRIVATE BEACH RESORT APPROX.1,665 sf. The Treehouse at Beautiful Whispering Sands Siesta Key the World's Finest White Sand Beach. This is a unique opportunity to own a rare corner unit on the green belt Not a Parking Lot View, double Lanai flood proof no damage from Hurricanes. The breeze you get going through this condo is incredible, also there is brand new AC unit for the hotter months this is a must see condo. 800 ft of PRIVATE BEACH two private heated pools Clubhouse workout facility and more.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
1780 PHILLIPPI SHORES DR #F1-44, SARASOTA, FL 34231
$169,000270 Days on yellowkey MLS ID: A4666613
Bed: Bath: 0.0 Built: 2007 Tax: $1,193 (2024)Community: Phillippi Harbor ClubDock-Rackominium
Taxes:$1,193
Tax Year: 2024
Remarks: Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rarely available 1st Level T-top height rack measures 28Lx9.5Wx17.3H. Fits Boats Up To: 28’ L x 8.5’ W x 15.3’ H, the tallest 28ft rack in the facility. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.
Listing Agent: Daniel Treiman (917-657-7495)
2170 ROBINHOOD ST #C1406, SARASOTA, FL 34231
$1,095,000137 Days on yellowkey MLS ID: A4681719
0 Days Off yellowkey (back on 2/9/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1465 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Remarks: Under Construction. Pre-construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This spacious three-bedroom, 2.5-bath residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and serene views overlooking the beautifully landscaped courtyard. A separate laundry room is one of the many thoughtful design elements enhancing everyday comfort. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 panel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by the acclaimed Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
6285 MIDNIGHT PASS RD #406, SARASOTA, FL 34242
$799,000239 Days on yellowkey MLS ID: A4670228
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1456 Built: 1981 Tax: $3,221 (2024)Community: Excelsior Beach To Bay 5Condo
Taxes:$3,221
Remarks: Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal setting for entertaining or relaxing. The dining area features a mirrored accent wall, a built-in cabinet under the stairs, and another built-in at the end of the room for elegant storage and display. A wood staircase leads to the loft, a rare feature in this complex. The spacious loft includes a half bath, and 2 generous closets, offering flexibility as a guest retreat, office, or media room. The loft expands your living options beautifully. The kitchen is both functional and stylish, featuring wood cabinetry, Cambria quartz countertops, marble floors, a tray ceiling and a built-in eat-in area/desk. A window over the sink provides a charming peek of the Bay. The Primary Bedroom impresses with soaring vaulted ceilings, custom built-in furniture, and a bright, open feel, while the Primary Bath offers two separate sink areas with granite counters, built-in cabinetry, and a wall of closets-providing abundant storage and space. Pella sliding glass doors lead to the Florida room/lanai, enclosed in glass and framed by vaulted ceilings invites you to relax and enjoy tranquil views year-round. Residents of Excelsior enjoy private beach access, along with two heated pools, fitness center, tennis and pickleball courts, and clubhouse. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this Penthouse condo offers a rare blend of comfort, style, and location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
550 46TH ST, SARASOTA, FL 34234
$999,000246 Days on yellowkey MLS ID: A4668768
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2309 Built: 1940 Tax: $2,995 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$2,995
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Great opportunity to own over half an acre of land in Indian Beach Sapphire Shores - Must Be Seen in Person. Schedule a viewing today! Tucked beneath a canopy of lush, tropical greenery in iconic Indian Beach, this distinctive family compound on over half an acre captures the spirit of one of Sarasota’s most sought-after and uniquely charming neighborhoods. Blending privacy with everyday ease, the property features two separate driveways on different streets—providing rare accessibility, a true estate presence, and exceptional flexibility. The spacious split-plan residence offers inviting living and dining areas, a primary suite with an accessible en-suite bath, and timeless architectural character throughout. Perfect for multigenerational living **or income-producing opportunities**, the home includes a private mother-in-law apartment with its own entrance, bedroom, bath, walk-in closet, and kitchenette, as well as a second en-suite bedroom with its own exterior access—ideal as a guest suite or potential rental. Multiple carports, an RV port with a 220v outlet for RV or EV charging, and ample room to add a pool enhance the property’s versatility. Located moments from award-winning beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this residence offers an extraordinary opportunity to create your own legacy home.
Listing Agent: Carol-Ann Warr (941-780-0665)
4050 HIGEL AVE, SARASOTA, FL 34242
$25,000,000170 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)
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