Location: Sarasota
Do Not Show Listings
724 CROSSWIND AVE, SARASOTA, FL 34240
$1,595,000105 Days on yellowkey MLS ID: A4673669
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2688 Built: 2021Monthly Fee: $419 Tax: $20,062 (2025)Community: Lakehouse Cove At WatersideSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,062
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Step outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
3225 RAMBLEWOOD DR, SARASOTA, FL 34237
$160,00095 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
Middle School: Booker Middle
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
$1,000,000389 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
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
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)
3732 SURREY LN, SARASOTA, FL 34235
$524,000110 Days on yellowkey MLS ID: A4676503
3 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2267 Built: 1989Monthly Fee: $127 Tax: $3,483 (2025)Community: The MeadowsSingle Family
Taxes:$3,483
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Price Reduced $125,000 from original list price and is priced to sell! BRING ALL OFFERS! Seller’s are willing to negotiate! This home is looking for its forever family! Don’t pass this up. Welcome to The Meadows! Where lifestyle and leisure meet. In a lush, vibrant community just minutes from downtown Sarasota, the UTC Mall and Interstate 75, The Meadows is home to three distinctive golf courses, The Meadows Golf Course, The Groves and The Highlands. Whether you're looking to stay active, socialize or simply unwind, The Meadows offers something for everyone, from engaging social events and educational programs to recreational activities. Enjoy 14 acres of oak-canopied walking, biking and nature trails that weave throughout the community, ideal for peaceful strolls or invigorating outdoor adventures. This three-bedroom home, in the heart of The Meadows, has a large family room attached to the kitchen with a wood-burning fireplace for those chilly nights when you need some extra warmth. The kitchen has stainless steel appliances with a new Bosch dishwasher and a breakfast nook and eat-in counter. The formal living and dining rooms are open for entertaining. The sliding glass doors open to a large lanai with an inviting pool for cooling off on those extra-hot Florida days. The garage has a workbench for all the tools and water heater is new.
Listing Agent: Alfredda Smith Hurst, Pa (941-504-5758)
5311 CREEK DR, SARASOTA, FL 34231
$590,000473 Days on yellowkey MLS ID: A4633792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1816 Built: 1978 Tax: $5,683 (2024)Community: Phillippi CrestSingle Family
Taxes:$5,683
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This 3-bedroom, 2.5-bathroom home is just 15 minutes from one of the best beaches in the USA. With a custom-made playhouse, heated pool, and custom outdoor shower, this home is perfect for families. The kitchen features granite countertops, and there are two AC units. The one-car garage can be converted into a two-car garage, and there are two hidden storage areas in the master suite. Recent updates include a new roof(2022), laminate flooring(2023), fresh interior paint(2022), a new water heater in 2022, a new dishwasher(2025)New disposal(2024), and a new fence installed(2024). This home was also converted from a well setup for water to a city water hookup in 2024. Located in one of the best school districts in Sarasota County, this home offers comfort and luxury in a prime location. Schedule your showing today.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-923-5835)
Listing Agent: Mario Petitti (941-822-6500)
7918 CYPRESS LAKE DR, SARASOTA, FL 34243
$475,00040 Days on yellowkey MLS ID: TB8485236
1 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2261 Built: 1981Monthly Fee: $9 Tax: $6,482 (2025)Community: Desoto Lakes Cntry Clb Clny 5Single Family
Taxes:$6,482
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience refined Florida living in this beautifully upgraded 3-bedroom, 2.5-bath residence offering over 2,200 square feet of thoughtfully designed living space, perfectly situated on an expansive .26-acre lot in Sarasota just off University Parkway. This exceptional home blends elegant finishes, modern upgrades, and comfortable indoor-outdoor living in one of Sarasota’s most convenient locations. From the moment you arrive, the home makes a striking impression with its circular epoxy-finished driveway, brand new coach lights, and elegant travertine front entry, leading through a glass front door with sidelights into a bright and welcoming interior. Inside, sophisticated architectural details include crown molding, rounded archways, plantation shutters, chair rail accents, and ceramic tile flooring throughout the main living areas and primary suite, creating a seamless blend of style and functionality. The gourmet kitchen serves as the heart of the home and showcases custom mahogany cabinetry with decorative end panels and integrated lighting above and below, granite countertops, stainless steel appliances, a cooktop with vent hood, built-in wall oven, microwave drawer, tile backsplash, glass-front cabinetry, and a spacious island ideal for casual dining and entertaining. The kitchen flows effortlessly into the dining and living areas, enhanced by sliding glass doors that open to the expansive screened lanai, creating the perfect indoor-outdoor lifestyle. The luxurious primary suite offers private access to the lanai and features an oversized walk-in closet and a spa-inspired en-suite bathroom with a soaking tub, walk-in shower with glass enclosure, elegant vanity, and a pocket door entry for added privacy. All three bedrooms feature walk-in closets, providing exceptional storage throughout the home, along with multiple additional storage closets. Outdoor living is equally impressive with a large screened lanai overlooking the beautifully landscaped and fully vinyl-fenced backyard. The spacious yard offers plenty of room to add a swimming pool and features mature oak and palm trees along with a producing loquat tree, creating a peaceful Florida setting perfect for relaxing or entertaining. This home has been thoughtfully updated, including new interior and exterior paint, a new roof, new carpet in guest bedrooms, a recently replaced A/C system within the last three years, and a newly installed HALO whole-home air purification system. Additional highlights include a new impact-rated garage side entry door, a spacious two-car garage with built-in storage cabinets, full-size washer and dryer in the laundry room, and ceiling fans throughout. A convenient half bath with a full white vanity is ideal for guests. Located in an excellent school district with no flood insurance required, the home is just minutes from University Parkway’s premier shopping, dining, and entertainment, including University Town Center Mall, Nathan Benderson Park, and Waterside at Lakewood Ranch. Golf enthusiasts will appreciate being close to both Palm Aire Golf & Country Club and University Park Country Club, offering exceptional courses and amenities nearby. This is a rare opportunity to enjoy space, upgrades, and an unbeatable Sarasota location.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Jennifer Fieo (813-494-4873)
7309 ELEANOR CIR #7309, SARASOTA, FL 34243
$355,000171 Days on yellowkey MLS ID: TB8436871
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1986 Tax: $2,907 (2024)Community: Pinehurst Sec IiCondo
Taxes:$2,907
Remarks: Looking for Maintenance free living than Pinehurst maybe it.This is a beautiful 2 Bedroom and 2 Bath home that has a Bonus room plus a Garage with plenty of storage areas. Also has a newer Roof. This new place you would call home is located in a beautiful quiet neighborhood. HOA fees includes Cable TV,Lawn Maintenance,Exterior Maintenance,Insurance,Pest Control,and Irrigation. Community Features includes Club House,Swimming Pool and Tennis Courts. This Community is just minutes away from University Town Center and the SRQ Airport.Quick drive to Downtown Sarasota and around twenty minutes from great Beaches.
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Russell Allen (727-480-9178)
5260 HYLAND HILLS AVE #1616, SARASOTA, FL 34241
$259,000194 Days on yellowkey MLS ID: A4667450
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1684 Built: 2000 Tax: $3,310 (2024)Community: Veranda 5Condo
Taxes:$3,310
Remarks: Come take a look at this wonderful maintenance free, first floor “Abbey” Veranda being sold Turn-Key Furnished. At nearly 1,700 square feet, this floor plan is the largest of the Verandas in the community and offers plenty of room and storage for owners and guests alike. With 2 bedrooms, 2 bathrooms, a den/study, and a detached one car garage, this property is ideal for those seeking the best of Florida’s Golf Coast lifestyle. As you enter, you’ll immediately notice the spacious open floor plan designed for both relaxing and entertaining. The kitchen has been thoughtfully updated with beautiful granite countertops and stainless steel appliances giving owners a wonderful space to cook meals and entertain family. The living area lets in a ton of natural lights from the windows and large slider doors, and sweeping views of the immaculately landscaped 14th hole of the golf course and stunning north-western facing water views.The split bedroom layout is perfect for hosting guests or enjoying a quiet evening in, the layout offers flexibility and flow. The primary suite is a perfect place to wind down for the evening complete with a sizable en-suite bathroom with dual sinks, granite countertops, new mirrors and light fixtures, a nice soaking tub, and stand up shower. The den/study space provides the ultimate flexibility as the beautiful double doors allow the room to be used as a third bedroom. Enjoy your private screened front and rear lanai spaces that feature gorgeous ceramic tile flooring and wonderful seating options. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Schedule your private tour on this wonderful property.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
5370 HYLAND HILLS AVE #2724, SARASOTA, FL 34241
$229,00077 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!
3234 RESTFUL LN, SARASOTA, FL 34231
$399,000277 Days on yellowkey MLS ID: A4658946
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1985 Built: 1957 Tax: $3,115 (2024)Community: Restful PinesSingle Family
Taxes:$3,115
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. NEW PRICE! MOTIVATED SELLER! Welcome to this beautifully remodeled 4-bedroom, 3-bath home located in the desirable Restful Pines neighborhood in South Sarasota’s 34231 zip code. Offering nearly 2,000 square feet of modern living space, this home features two spacious living areas, generously sized bedrooms, and a flexible layout perfect for families or entertaining. Enjoy peace of mind with a brand-new roof and air conditioning system, both installed in 2024. The home has been upgraded throughout with new windows and stylish modern doors that enhance both energy efficiency and curb appeal. The kitchen shines with sleek quartz countertops, stainless steel appliances, and a contemporary design that flows seamlessly into the main living spaces. All three bathrooms have been beautifully updated with new vanities, glass-enclosed showers, and modern tile finishes. Set on a quarter-acre lot in Flood Zone X, this home has never flooded and offers a large backyard with plenty of room to add a pool, detached garage, or storage building. Best of all, there are no HOA or CDD fees, giving you the freedom to enjoy your property without added restrictions or costs. Enjoy the convenience of walking to A+ rated Riverview High School and nearby Red Bug Slough Preserve with scenic trails and nature views. You're also just minutes from Siesta Key’s world-famous beaches, Detwiler’s Farm Market, and the vibrant Gulf Gate dining and shopping district. With a motivated seller, this move-in ready home is a fantastic opportunity in one of Sarasota’s most convenient and sought-after locations!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
1219 70TH DR E, SARASOTA, FL 34243
$340,000210 Days on yellowkey MLS ID: TB8430119
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1988 Tax: $4,233 (2024)Community: Whitfield ManorSingle Family
Taxes:$4,233
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: No HOA or CDD! New Roof (2022) and New AC (2022)!. This move in ready 3 bedroom, 2 bath home offers the perfect combination of comfort, flexibility, and investment opportunity in a prime Sarasota location. Ideal for first time homebuyers or investors seeking strong rental potential, this property features a bright open floor plan with no carpet, a modern kitchen with 42 inch solid wood cabinets, granite countertops, stainless steel appliances (2021), and a convenient breakfast bar. Recent upgrades, including the roof, AC, and new dishwasher (2025) provide peace of mind and low maintenance. The spacious fenced backyard offers room to relax, entertain, or add a pool, while the covered screened lanai extends your living space year round. With no HOA restrictions, there is plenty of space to park a boat, RV, or other toys. Conveniently located near Sarasota Bradenton International Airport, University Town Center shopping and dining, I 75, downtown Sarasota, and the Gulf beaches, this home offers both lifestyle and convenience. A fantastic opportunity for homeowners and investors alike with excellent rental potential in a highly desirable area.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-645-8481)
Listing Agent: Svetlana Shackleford (813-679-6433)
4991 CEDAR OAK WAY, SARASOTA, FL 34233
$599,000103 Days on yellowkey MLS ID: A4677062
2 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2590 Built: 2001Monthly Fee: $48 Tax: $4,290 (2025)Community: Three OaksSingle Family
Taxes:$4,290
Elementary School: Ashton Elementary
Remarks: Situated in the Three Oaks neighborhood, this well-maintained four bedroom plus den, three-bath home offers the perfect blend of comfort, functionality, and location. Freshly painted interiors and newer mechanical systems provide peace of mind, while the open, split-bedroom floor plan creates an ideal layout for everyday living and entertaining. The spacious living areas flow seamlessly into the kitchen and family room, with views of a private backyard oasis. Step outside to enjoy the updated heated pool surrounded by pavers and a fully fenced backyard. Perfect for relaxing, hosting guests, or enjoying Florida’s year-round sunshine. With a versatile den ideal for a home office or additional living space, top-rated schools nearby, and a convenient location close to shopping, dining, and beaches, this residence offers exceptional lifestyle and value in one of Sarasota’s most sought after areas.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelly Quigley (941-356-9954)
5727 RIEGELS POINT RD, SARASOTA, FL 34242
$4,595,000628 Days on yellowkey MLS ID: A4618421
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3616 Built: 1982Monthly Fee: $125 Tax: $19,884 (2024)Community: Riegels LandingSingle Family
Taxes:$19,884
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)
2989 GREENBRIAR ST, SARASOTA, FL 34237
$475,00039 Days on yellowkey MLS ID: TB8484848
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1237 Built: 1956 Tax: $843 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$843
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated TRUE MID CENTURY MODERN three-bedroom, two-bathroom home in Sarasota, where modern upgrades and thoughtful design come together to create a move-in-ready retreat. With a 2021 water heater, 2019 AC, and updates throughout the entire home, including brand-new luxury vinyl plank flooring, a completely renovated kitchen and bathrooms, new fixtures, and fresh landscaping, this property offers stylish living inside and out. An inviting, large front porch and new front door welcome you into a light and bright interior featuring an open floor plan. The spacious living room and dining room combination flows seamlessly into the stunning brand-new kitchen, designed with both functionality and style in mind. The kitchen features stainless steel appliances, a striking waterfall peninsula, new backsplash, and modern cabinetry, creating the perfect space for cooking, entertaining, and gathering. Both bathrooms have been fully renovated with new vanities, mirrors, lighting, and beautifully tiled showers with updated hardware. The primary suite offers double closets for ample storage and a private en-suite bathroom with a modern tiled shower, a lighted mirror, and new vanity. The additional bedrooms are nicely sized and share a fully updated bathroom with a tub/shower combination. Modern ceiling fans throughout the home add comfort, while the open layout enhances the bright, airy feel of the living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, gardening, or relaxing in the Florida sunshine. The home also features carport parking and additional storage space with A/C, providing flexibility for hobbies, storage, or workspace. Ideally located close to parks, dining options, and zoned schools, this home is also just 20 minutes from the vibrant shopping and dining of St. Armands Circle and the beautiful sands of Lido Key Beach. Enjoy the perfect combination of modern upgrades, comfort, and convenient Sarasota living. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
3952 ASHWOOD LN #37, SARASOTA, FL 34232
$199,900201 Days on yellowkey MLS ID: A4663160
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973 Tax: $2,584 (2024)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,584
Remarks: Seller is offering $10,000 concession at closing. Buyers can use it towards closing costs or to buy down their interest rate. Welcome to your perfect Florida retreat! This beautifully maintained 2-bedroom, 2-bathroom villa is nestled in the heart of central Sarasota within a vibrant and active 55+ community. Offering the perfect blend of comfort and convenience, this partially furnished home is ideal for seasonal or year-round living. Step inside this light and bright home with numerous upgrades, including luxury vinyl flooring with air guard underlayment throughout, Soft-lite impact windows, new A/C compressor in 2025, laundry room was upgraded with new drywall, washtub with tile backsplash and painted floor, both bathrooms were updated with new vanaties and toilets, front entryway is screened in creating additional privacy, pavers and gutters. The spacious primary suite features a walk-in closet and a private en-suite bathroom with wheelchair accessible shower, while the guest bedroom offers flexibility for visitors or a home office. Enjoy your morning coffee or evening dinners on the enclosed lanai, or take advantage of the community’s amenities, which include a heated pool, shuffleboard, clubhouse with a kitchen, exercise room, game room and planned social activities from bingo night to potluck dinners. This is a community of neighbors who are friends. Located just minutes from downtown Sarasota, world-renowned Siesta Key Beach, shopping, dining, medical facilities, and cultural attractions, this villa offers the ultimate in low-maintenance Florida living. Move-in ready and waiting for you—schedule your showing today and start living your best Sarasota lifestyle!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brooks Cundiff (941-374-6848)
6157 MIDNIGHT PASS RD #B12, SARASOTA, FL 34242
$580,00094 Days on yellowkey MLS ID: A4678073
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $3,024 (2025)Community: Bay OaksCondo
Taxes:$3,024
Remarks: One or more photo(s) has been virtually staged. Waterfront Siesta Key condo with breathtaking Sarasota Bay intracoastal views and weekly rentals allowed. This rare 2BR/2.5BA Bay Oaks residence is a remarkable opportunity for a buyer with vision to transform a diamond in the rough into a spectacular waterfront getaway, full-time residence, or investment property. Positioned directly on the water, this two-level condo offers the kind of panoramic bay views that are hard to find and impossible to forget. The first floor includes the living room, dining area, kitchen, in-unit laundry, and guest half bath. Upstairs, both bedrooms feature ensuite baths and walk-in closets, including one suite with a private covered balcony overlooking the bay. Bay Oaks residents enjoy a heated waterfront pool, fishing pier, tennis, pickleball, clubhouse, picnic and grill areas, covered parking, bike storage, guest parking, onsite management, and 24-hour video surveillance. Just 1 mile to Siesta Key Beach, with trolley access directly outside the community, this location combines waterfront serenity with easy access to dining, recreation, and the best of Siesta Key.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Jessica Burdick (941-302-4641)
7208 GREAT EGRET BLVD, SARASOTA, FL 34241
$1,100,00031 Days on yellowkey MLS ID: A4686940
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4057 Built: 2022Monthly Fee: $235 Tax: $8,941 (2025)Community: Heron LandingSingle Family
Taxes:$8,941
Elementary School: Lakeview Elementary
Remarks: Better than new and built in 2022, this ENERGY STAR® certified custom Ashwood II in the gated community of Heron Landing offers the perfect blend of space, style, and efficiency, with serene east facing lake views and top of the line upgrades throughout. The main living areas feature 32x32 marble look tile, a custom stone fireplace, and a showpiece kitchen with a waterfall quartz island. The primary suite is a true retreat with a spa like bath, waterfall quartz vanity, and floor to ceiling tiled showers. Flexible living spaces include a den, loft, and a custom dining room included with the purchase. Plantation shutters and solar shades on the sliders add style and everyday functionality. Step outside to enjoy lake views and a backyard ready for seamless indoor outdoor living, complete with a private pool bath. The 3 car garage with epoxy coated floors and additional custom finishes make this home truly move in ready. Located in a private, gated community of just 95 homes, you will enjoy privacy and tranquility while being minutes from Siesta Key Beach, Downtown Sarasota, Palmer Ranch, Lakewood Ranch, shopping, dining, and top rated schools. Homes with this level of design, upgrades, and location do not come around often, so schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
9272 MCDANIEL LN, SARASOTA, FL 34240
$1,995,00088 Days on yellowkey MLS ID: A4677312
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2860 Built: 2020Monthly Fee: $499 Tax: $18,246 (2025)Community: Founders ClubSingle Family
Taxes:$18,246
Remarks: Under contract-accepting backup offers. Welcome to an exceptional turnkey furnished retreat in the exclusive Founders Club, where refined luxury meets serene Florida living. This impeccably maintained former London Bay model residence offers timeless design enhanced by contemporary upgrades. Set against a tranquil preserve backdrop the home enjoys privacy and picturesque natural views. Striking curb appeal and manicured landscaping introduce a thoughtfully designed contemporary interior with a desirable open floor plan. Elegant finishes include porcelain wood-look plank tile flooring, tall baseboards, detailed ceilings, and curated designer lighting throughout. The expansive great room is highlighted by a modern beam ceiling, custom textured feature wall, designer window treatments, and center opening impact sliding glass doors that seamlessly connect indoor and outdoor living. Entertain effortlessly on the paver lanai featuring a spacious covered area, fully equipped outdoor kitchen with grill and beverage refrigerator, and a sparkling saltwater pool and spa complete with sun shelf and mosaic tile accents. The lushly landscaped backyard, enhanced by ambient lighting, creates a stunning setting for relaxing. At the heart of the home, the contemporary kitchen offers generous gathering space around a large central island and showcases pristine model level finishes. Highlights include high end stainless steel appliance suite with gas cooktop, modern cabinetry with pot and pan drawers, quartz countertops, full height backsplash, walk in pantry, coffered ceiling detail, and designer pendant lighting. The open dining area features a statement chandelier and a stylish dry bar with glass shelving, wine refrigerator, and subway tile backsplash. The grand primary suite is a private sanctuary overlooking the lanai and preserve, offering custom dual walk-in closets. The spa-inspired primary bath features dual vanities, a freestanding soaking tub, and an expansive walk-in shower with frameless glass and custom pebble tile flooring. A versatile den with closet provides flexibility as a home office or additional bedroom, complemented by a nearby powder bath. Two guest suites are thoughtfully positioned to provide privacy, each offering a spacious closet and en-suite bathroom. Additional features include an air-conditioned three-car garage with epoxy flooring, custom cabinetry, and electric vehicle charger. The Founders Club offers an unparalleled lifestyle surrounded by 700 acres of natural Florida beauty. With just 262 homesites, this low-density enclave is designed for privacy and serenity. Residents enjoy access to a recreation center offering yoga and pilates classes, as well as Har-Tru tennis courts, pickleball, basketball, sand volleyball, and a kid's playground. Membership at the Founders Golf Club is optional offering both golf and social memberships. The renowned Robert Trent Jones Jr. golf course offers members easy tee times and is one of the only walkable courses in the region. Members enjoy a a grand Southern-style clubhouse, fine dining, a year-round social calendar, and a 24/7 fitness facility. It’s more than a home, it’s a lifestyle curated for those who appreciate understated luxury and quiet prestige. All just minutes from exquisite dining, shopping, and the vibrant art scene of downtown Sarasota, as well as Sarasota's incredible beaches.
Listing Agent: Tricia Rudd (941-730-4042)
225 HOURGLASS WAY #303, SARASOTA, FL 34242
$499,00025 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)
3799 FLAMINGO AVE, SARASOTA, FL 34242
$18,500,000332 Days on yellowkey MLS ID: A4653658
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 8138 Built: 2016 Tax: $109,657 (2024)Community: Siesta Key / Bay IslandSingle Family
Taxes:$109,657
Remarks: Relax and take in the positive energy of Lotus-style living in this one-of-a-kind Balinese-inspired resort compound on north end of the world-famous Siesta Key. Nothing is needed to begin your Zen journey as the property comes completely furnished down to dishes, silverware and a Buddha living wall. The coexistence of indoor and outdoor space blends over 8,000 square feet of indoor space with thousands of square feet of patio and pool area. An outdoor oasis offering an infinity-edge pool with a swim-up bar, a sunken fire pit lounge within the pool, a spa, an outdoor kitchen, a dining pavilion with a living plant wall and an open-air living room with a fireplace. A koi pond with stunning built-in footbridges stretches nearly the entire length of the home, enhancing the serene ambiance of the outdoor space. Spanning over an acre with more than 700 feet of waterfront, the property is a masterpiece of luxury, designed for effortless relaxed living or island-style entertaining. A custom-designed driveway welcomes you to a breathtaking entrance, where waterfalls and fire features set the tone for the experience that awaits inside. Expansive walls of glass, seamless indoor-outdoor transitions, and rich wood and stone flooring throughout create a striking, cohesive aesthetic. The thoughtfully designed interior boasts multiple living spaces, including a game room, home theater, fitness room, meditation space and an impressive 8-plus-car garage. For the waterfront enthusiast, a well-equipped boat dock, a separate waterfront garage, and a paddleboard/canoe launch provide unparalleled access to pristine waters. This exceptional residence also features a newer seawall, full-house generator, Crestron home automation, a three-stop elevator and a whole-house reverse-osmosis water filtration system, ensuring convenience and peace of mind. An island paradise, this estate offers unmatched privacy while remaining just moments from Sarasota’s vibrant shopping, dining and world-renowned cultural attractions. Don’t miss this rare opportunity to own a move-in-ready masterpiece on Siesta Key – home to the #1 beach in the USA (Tripadvisor).
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