Location: Sarasota
Do Not Show Listings
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000134 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,045
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
3921 MARAVIC PL, SARASOTA, FL 34231
$2,175,000187 Days on yellowkey MLS ID: A4668587
REDUCED by $24,000 (1.1%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2722 Built: 2005 Tax: $6,904 (2024)Community: Moller SubSpa: YesSingle Family
Taxes:$6,904
High School: Riverview High
Tax Year: 2024
Remarks: LOCATION, LOCATION, LOCATION! Imagine pulling into a peaceful cul-de-sac in the ultra-desirable **West of Trail** neighborhood—right between Granada and Oyster Bay—and stepping into your own slice of coastal paradise. This **stunning 4-bedroom, 3-bath pool home** blends custom contemporary coastal style with timeless traditional charm, and it's ready for you to move right in. Best of all? You sidestep the notorious island traffic headaches while staying close enough to zip to everything Sarasota offers quickly. Nestled in the **county** (not city limits) and safely **outside any flood zone**, this home delivers an open floor plan that's perfectly balanced—not overwhelmingly vast, but thoughtfully designed for effortless everyday living and effortless entertaining. Flooded with natural light, the interior glows in warm neutrals and high-end finishes that feel sophisticated yet welcoming. The **show-stopping chef’s kitchen** is truly the heart of the home: sleek new luxury appliances, custom cabinetry, and elegant quartz countertops that make cooking a joy—whether you're whipping up weeknight dinners or hosting friends. Downstairs, a dedicated office offers the ideal work-from-home setup. Upstairs, a versatile bonus loft awaits as your second living room, play area, media room, or whatever your lifestyle needs. The spacious ground floor primary suite and additional bedrooms are generously sized and beautifully appointed, served by three stylish bathrooms. Step outside and you'll find your private **poolside oasis**—complete with a **saltwater pool and spa**, built-in BBQ grill with sink, and lush, mature landscaping with evening lighting. The fully fenced yard is pet-friendly, serene, and perfect for Florida evenings under the stars. Recent upgrades make this home move-in ready and worry-free: - Standing seam aluminum metal roof replaced 2023 - Spacious 3-car garage with durable, easy-clean polyaspartic flaked flooring + extra laundry hookups - Huge attic storage above the garage. - Effective build year 2020 per county records - New hot water heater - Whole-house water softening/filtration system + RO drinking water in the kitchen And the location? Unbeatable. You're in a **walkable, golf-cart-friendly** neighborhood just minutes from everything that makes Sarasota special: - 10 minutes to vibrant **Downtown Sarasota** and world-famous **Siesta Key Beach** - Walking distance to Publix, Red Rock Park, and local eateries - Quick drive to Trader Joe’s, Cinebistro, and the Siesta Key Bridge (great for fishing!) This is more than a house—it's a lifestyle upgrade wrapped in luxury, function, and prime Sarasota convenience. Don't miss your chance to call this beauty home. Schedule your private showing today—your dream coastal retreat is waiting!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Brandon Surline, Pll (941-404-9334)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000208 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Elementary School: Alta Vista Elementary
Tax Year: 2023
Middle School: Booker Middle
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you. Seller Financing Available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
10238 MORNING MIST LN, SARASOTA, FL 34241
$715,000161 Days on yellowkey MLS ID: N6141387
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2433 Built: 2021Monthly Fee: $442 Tax: $10,477 (2025)Community: Skye Ranch Nbrhd Four NorthSingle Family
Taxes:$10,477
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Make this highly sought-after 2,433 sq. ft. Lazio floor plan your own, perfectly situated in ESPLANADE AT SKYE RANCH. This exquisite THREE-BEDROOM PLUS BONUS ROOM, THREE-BATH residence with a THREE-CAR TANDEM GARAGE blends architectural elegance with modern comfort—an inspired retreat where every detail has been thoughtfully curated. From the moment you step inside, soaring 10-FOOT CEILINGS and abundant natural light create an immediate sense of openness and serenity. Rich, wood-toned LUXURY VINYL PLANK FLOORING flows throughout the main living areas, complementing the home’s warm and inviting palette. FRESHLY PAINTED INTERIORS elevate the space with a refined, move-in-ready appeal. The open-concept great room seamlessly connects the living, dining, and kitchen areas—perfect for both intimate evenings and entertaining on a grand scale. The GOURMET KITCHEN is a showpiece, featuring upgraded Shaker-style SOFT-CLOSE CABINETRY, premium GE stainless steel appliances, a GAS COOKTOP, and a stunning QUARTZ island with seating for five. A spacious walk-in pantry and kitchen WATER FILTRATION SYSTEM add both convenience and luxury. Step outside to the expansive eastern-facing lanai, designed for year-round enjoyment and unforgettable gatherings. The BRAND NEW OUTDOOR KITCHEN, retractable motorized screens, dual ceiling fans, wall-mounted TV, and tranquil pond views create an exceptional indoor-outdoor living experience. Each of the three spacious bedrooms offers privacy and its own en-suite bath, designed for comfort and style. The primary suite is a serene sanctuary, featuring a charming bay window ideal for a sitting area, elegant tray ceilings, and a spa-inspired bath with dual vanities, large-format tile flooring, an oversized frameless glass walk-in shower, and a custom-designed walk-in closet with soft-close drawers. A versatile bonus room provides endless possibilities—perfect as a fourth bedroom, refined home office, or private media retreat. Completing the offering, lightly lived-in furnishings are available under a separate bill of sale, allowing for a seamless, move-right-in experience. This exceptional home delivers luxury, lifestyle, and location—an opportunity not to be missed. Just steps from your door, Rendezvous Park invites you into a residents-only resort experience, complete with a sparkling pool and spa, private cabanas, fireside seating, a bark park, bocce and pickleball courts, and an event lawn designed for memorable gatherings. Elevating the lifestyle even further is The Hub, an impressive 25,000-square-foot clubhouse offering a state-of-the-art fitness center, indoor basketball courts, rock-climbing wall, café, stylish social lounges, Kidz Zone, and a family-friendly pool complex with lap lanes and a splash pad. Surrounded by 387 acres of preserved natural beauty, Skye Ranch blends luxury living with an active outdoor lifestyle, featuring more than 25 miles of scenic trails for walking, running, and cycling. A dedicated lifestyle manager curates a vibrant calendar of events, wellness programs, and community experiences that make every day feel thoughtfully elevated. Perfectly positioned near A-rated Sarasota County schools, pristine Gulf Coast beaches, championship golf courses, the arts and dining of downtown Sarasota, upscale shopping at University Town Center, and premier medical facilities—this is not just a place to live, but a lifestyle defined by connection, convenience, and refined relaxation.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Heidi Lionetti (651-246-9641)
5594 WILDE OAK WAY, SARASOTA, FL 34232
$455,00035 Days on yellowkey MLS ID: A4685501
0 Days Off yellowkey (back on 4/19/2026)
REDUCED by $10,590 (2.3%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1992Monthly Fee: $44 Tax: $2,460 (2025)Community: Colonial OaksSpa: YesSingle Family
Taxes:$2,460
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Price Improvement! Welcome Buyers or Investors to your new residence priced well under $500,000 with a Pool, Spa & Newer Roof located in the lovely Colonial Oaks community! Walk through the double front entry doors offering beautiful & inviting views of the pool, setting the tone for Florida living at its best. This spacious house offers 1944 square feet of living space with 3 bedrooms and 2 baths, providing plenty of room to live, relax and entertain! Bring your vision and creativity to life in this wonderful home with endless possibilities! The open and split floor plan features a private primary suite located on one side of the home, while the guest bedrooms and guest bath are located in a separate wing, providing comfort and privacy for family and guests. Multiple living areas include a formal living room, dining room and open kitchen with dinette overlooking the family room with sliding glass doors out to your breathtaking pool and spa. An abundance of flexible space for every day living or gatherings with family and friends. Step outside to your generous sized lanai, perfect for relaxing or entertaining after enjoying a refreshing dip in your fabulous pool and spa! A fenced yard enhances your outdoor privacy. Recent improvements include a NEW ROOF (2023), WATER HEATER (2025) and newer Refrigerator, offering added value and peace of mind.Enjoy nearby Colonial Oaks 23-acre Park open to the public and county-maintained. A vast amount of activities include walking trails, basketball & tennis courts, picnic pavilions, half-court gymnasium, meeting rooms, playground, dance and exercise classes. Come experience Sarasota’s beautiful beaches, restaurants, vibrant downtown, cultural and art venues, UTC Mall and so much more! This home offers the perfect combination of lifestyle, location and opportunity! Easy to show so please schedule your private showing today, plus this residence is available for a quick closing! Move right in to your new home sweet home!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Terri Harrington (941-527-7244)
5169 OXFORD DR, SARASOTA, FL 34242
$1,498,8005 Days on yellowkey MLS ID: V4948468
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1994 Tax: $15,228 (2024)Community: Siesta BeachSpa: NoSingle Family
Taxes:$15,228
Elementary School: None
High School: None
Middle School: None
Remarks: WATERFRONT PARADISE!! Welcome to 5169 Oxford Drive, where this elevated, turnkey-furnished home is perfectly positioned on a stunning canal, offering the ideal opportunity for personal enjoyment or rental income. This beautifully maintained property features 3 bedrooms and 3 bathrooms, along with quick access to open water, making it a dream for boating enthusiasts. Start your mornings with a relaxing cup of coffee or tea in your backyard oasis by the private swimming pool. As the day unfolds, gather with family and friends in the warm, inviting living room while enjoying tranquil canal views. The open-concept layout is designed for effortless living, seamlessly connecting to a chef-inspired kitchen just steps away. Upstairs, you’ll find a spacious bedroom and full bathroom, perfect for guests or added privacy. Downstairs features two en-suite bedrooms, providing comfort and convenience for everyone. Step outside to your own private retreat—ideal for entertaining or unwinding. Spend evenings by the pool, fire up the barbecue, or fish right from your private dock and pier. For adventure, grab your paddleboard and head straight out to the Gulf from your backyard. This home showcases exceptional features and thoughtful upgrades throughout, including: • Durable steel roof • Updated flooring • Indoor laundry • Outdoor grilling area • Private swimming pool • Boat slip • Private fishing pier Located just moments from Siesta Beach, you can easily hop on your golf cart or enjoy a scenic walk to one of Florida’s most beautiful shorelines. This is more than just a home—it’s a lifestyle. Seller is offering a one-year home warranty with a full-price contract. Schedule your private showing today and experience this exceptional property and neighborhood firsthand.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: John Chalkias (614-284-2560)
3856 27TH PKWY, SARASOTA, FL 34235
$339,00068 Days on yellowkey MLS ID: A4682653
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1960 Tax: $1,218 (2025)Community: Kensington ParkSingle Family
Taxes:$1,218
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Wonderful opportunity to live in Kensington Park. This 2 bedroom 1.5 bath block home is nicely situated on a well established lot with mature Oak trees and Mature fruit trees. The kitchen has been completely redone with quartz counters, luxury vinyl flooring and solid wood cabinets. New Roof in 2020, new hot water heater 2022, updated kitchen and bath 2022, New Hvac 2023. House has been repiped in 2014 and cast iron replaced in 2023. Nice 8'x12' shed in the back.Easy access to the beach and shops.
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: David Barkema (941-284-4858)
3012 CLAY CIR, SARASOTA, FL 34234
$339,00013 Days on yellowkey MLS ID: A4689331
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971 Tax: $2,411 (2025)Community: Newtown EstatesSingle Family
Taxes:$2,411
Elementary School: Emma E. Booker Elementary
Remarks: Fully remodeled Sarasota home at 3012 Clay Cir offering a functional layout, spacious living areas, and abundant natural light throughout. This property features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with newly refreshed front landscaping that enhances curb appeal. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining, while the primary suite includes a private bath and additional bedrooms provide flexibility for guests or a home office. Enjoy a comfortable outdoor area perfect for year-round use, all conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—making it an excellent option for a primary residence, seasonal getaway, or investment opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Taymer Graham (941-224-8737)
2806 UPPER TANGELO DR, SARASOTA, FL 34239
$499,00027 Days on yellowkey MLS ID: A4687698
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1538 Built: 1958Monthly Fee: $17 Tax: $4,501 (2025)Community: South GateSingle Family
Taxes:$4,501
Elementary School: Southside Elementary
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after South Gate neighborhood of Sarasota, ideally located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Situated on a highly desirable corner lot, this move-in ready home offers exceptional curb appeal with a newly installed 8-ft vinyl fence, along with a new roof, fascia, and gutters completed in 2023. Step inside to an inviting, light-filled living space where large windows create a bright and airy atmosphere. The flexible layout flows seamlessly into a versatile bonus area—perfect for a home office, sitting room, or additional entertaining space. The updated eat-in kitchen is the heart of the home, featuring freshly painted cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash—designed for both everyday living and hosting. A dedicated laundry room with built-in shelving doubles as a convenient pantry for added storage, and the home includes a new washer and dryer. French doors lead to the screened lanai, with upgraded wood tile flooring, creating a warm and inviting outdoor living space perfect for relaxing or entertaining. The fully fenced yard, mature canopy, and producing lychee tree contribute to a setting that feels both established and quietly distinctive. This backyard also offers room for play and possibly a pool for the future owner. The primary suite offers a peaceful retreat with an updated ensuite bathroom, featuring a new vanity and walk-in shower. Additional upgrades include fresh interior and exterior paint, new landscaping, vinyl flooring throughout, and added attic insulation (2024) for improved energy efficiency. This home is equipped with hurricane shutters, a 360-degree security system, and surge protection in the electrical panel for added protection and peace of mind. Furniture is available for purchase separately, making this a potential turnkey opportunity. Residents have the option to join the voluntary HOA, which provides access to the South Gate Community Association pool—an added perk that enhances the neighborhood lifestyle. Enjoy an unbeatable Sarasota lifestyle just minutes from shopping, dining, and entertainment, with easy access to the Legacy Trail, Siesta Key and St. Armands Circle. Whether you're searching for a primary residence, seasonal retreat, or investment property, this South Gate home offers the perfect blend of location, upgrades, and lifestyle. The property is maintained with consistent professional care, supporting long-term integrity. Schedule your private viewing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
7708 32ND ST E, SARASOTA, FL 34243
$369,90030 Days on yellowkey MLS ID: A4687322
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1464 Built: 2005Monthly Fee: $260 Tax: $2,378 (2025)Community: Palm LakesSpa: NoSingle Family
Taxes:$2,378
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Welcome to Palm Lakes, one of Sarasota’s best-kept secrets. This beautifully maintained 2-bedroom, 2-bath home offers 1,464 square feet of stylish, comfortable living in a gated community just north of University Parkway. From the private gated courtyard entrance to the screened lanai, this home blends indoor comfort with outdoor Florida living. Inside, the open floor plan is warm and inviting, perfect for both everyday living and entertaining. The updated kitchen features solid surface countertops, a deep single well sink, stainless appliances, breakfast bar seating, and seamless access to the main living area. The full laundry room and 1-car garage provide everyday convenience. The spacious primary suite offers flexibility for a sitting area or home office, creating a true retreat within the home. Outside, the private screened lanai is the perfect place to relax and enjoy Sarasota’s sunshine in comfort and privacy. Palm Lakes is a charming gated enclave of just 114 single-family homes, known for its paver driveways, barrel tile roofs, and mature tropical landscaping. Residents enjoy reasonable HOA fees that include lawn care, pest control, gated entry, and access to community amenities such as a heated pool, clubhouse with billiards, and playground. Just a short walk away, a new county park offers pickleball courts, walking trails, and a dog park. Conveniently located near I-75, Sarasota-Bradenton International Airport, UTC Mall, Lakewood Ranch, downtown Sarasota, St. Armands Circle, and Lido Key, this home offers the perfect balance of peaceful neighborhood living and close proximity to the area’s top destinations. Is this home your perfect match? Book a private showing today!
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
1168 WESTWAY DR, SARASOTA, FL 34236
$3,250,00091 Days on yellowkey MLS ID: A4677843
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2858 Built: 2002Monthly Fee: $42 Tax: $28,934 (2025)Community: Lido ShoresSpa: NoSingle Family
Taxes:$28,934
Remarks: In the sought-after Lido Shores community with deeded beach access, this striking contemporary residence is a rare architectural offering designed by renowned Swiss architect Hans Ritschard. Thoughtfully updated while honoring its modernist roots, the home seamlessly blends timeless design with today’s lifestyle. At the heart of the home is a dramatic atrium, an architectural centerpiece designed for year-round enjoyment. Sixteen-foot floor-to-ceiling windows on three sides frame tranquil views of the 54ftx 18ft covered patio, the lap pool and lush palm-filled grounds, while clerestory windows introduce warm, indirect sunset light from the fourth side. A state-of-the-art climate control system ensures comfort in every season, making this space ideal for gathering, relaxing and entertaining, rain or shine. The newly renovated gourmet kitchen anchors the living spaces, featuring sleek finishes and an open-concept layout that overlooks the atrium, ideal for everyday living and hosting guests while preparing a favorite meal. The residence offers three bedrooms and three baths, along with a versatile ground-level flex space that can easily serve as an additional bedroom, home office or private gym. The lower level includes a walk-out family room with sliding glass doors that open directly to the outdoor living areas, enhancing the home’s seamless indoor-outdoor connection. A two-car garage provides ample storage, including a dedicated closet for beach gear, bikes and recreational equipment.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Ide (401-487-6928)
225 LITTLE POND LN, SARASOTA, FL 34242
$4,450,000195 Days on yellowkey MLS ID: A4668094
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3867 Built: 1987Monthly Fee: $125 Tax: $28,385 (2024)Community: Siesta Es Boyds RepSpa: NoSingle Family
Taxes:$28,385
Remarks: Experience coastal luxury with confidence in Siesta Key’s exclusive Cocoanut Bayou. Further enhancing peace of mind, the entire property—including seawall, pool, and home—has recently undergone a comprehensive inspection by a highly regarded firm, confirming its exceptional condition. Buyers are encouraged to request a copy of this detailed report from their agent, as it will be available within the MLS. This extraordinary waterfront estate rests on nearly three-quarters of an acre of meticulously landscaped grounds adorned with mature Royal Palms and lush tropical greenery, blending sophistication with relaxed island living. Completely reimagined and reinvented, the home showcases striking new design elements including a new roof, Hardie board siding, new stucco, and three new AC systems—offering the rare comfort of new-construction quality in an established, sought-after enclave. Inside, expansive living spaces are bathed in natural light through new impact-rated windows and doors that frame sweeping waterfront views. This five-bedroom residence boasts two designer-appointed primary suites for ultimate privacy and comfort. The stunning chef’s kitchen features Thermador appliances, double dishwashers, dual sinks, wall and speed ovens, a 36-inch induction cooktop, and a 48-inch built-in refrigerator—crafted to inspire culinary artistry and effortless entertaining. A custom lounge bar with built-in refrigeration and icemaker invites refined gatherings overlooking serene Bayou waters. Step outside to a 2024 resort-style pool and shaded architectural lounge with Cypress wood inlay ceiling, pre-wired for a Jacuzzi, creating your own waterfront sanctuary. The expansive marine-grade dock, two new boat lifts (12,000-lb. and 20,000-lb.), and quick access to open waters with no fixed bridges elevate the boating experience. Residents of the 54-home Cocoanut Bayou community enjoy gated, private beach access across the street with tiki hut, gathering area, and a wide white-sand beach for Siesta Key’s world-famous sunsets. Refined. Verified. Ready—Welcome home to the ultimate in island living.
Listing Agent: Thomas Netzel (941-539-0633)
98 DADE AVE, SARASOTA, FL 34232
$539,90020 Days on yellowkey MLS ID: TB8491097
REDUCED by $20,000 (3.6%) on 04/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1691 Built: 1978 Tax: $6,124 (2025)Community: Grerrs Homeland RepSingle Family
Taxes:$6,124
Remarks: Welcome to your private poolside retreat in desirable Sarasota, 5 minutes away from the Gulf Coast beaches. No CDD or HOA. This beautifully updated 3-bedroom, 2-bath home offers a seamless blend of comfort, style and Florida outdoor living. The 1,751 square feet home features an open floor plan designed for everyday living and entertaining. The fully fenced backyard is a true oasis; a setting that creates both privacy and serenity. Floors are wood-look porcelain tile throughout giving this home a modern, easy-care style providing a clean and low maintenance interior with no carpet. The kitchen features newer stainless-steel appliances with ample cabinet storage. The primary suite offers the convenience of an ensuite bath and spacious walk-in closet with custom organizer shelves. On the opposite side of the home, two guest bedrooms and a full bath provide comfort and privacy for family or visitors. Additional features include a 2-car garage with indoor laundry (Newer washer and dryer included) and extra storage. Step outdoors to a living area highlighted with a covered lanai including a New Outdoor Fan (2026), providing shaded seating overlooking the refreshing pool. The backyard offers space for gardening, recreation, or the future addition of an outdoor kitchen and dining area. Major updates include a Roof Replacement (2021), Air Conditioner (2021), Air Handler (2024), Tankless Water Heater (2025), Fresh interior paint (2026), Updated design to baseboards/window casings (2026), Concrete Driveway (2026), New Pool Filter (2026). This could be yours-A well-maintained pool home in a convenient Sarasota location. Ideally located just minutes from shopping, dining, downtown Sarasota, the Legacy Trail, and world-renowned Gulf Coast beaches. This is more than a home—it’s a lifestyle.
Listing is courtesy of: ROGER G KING (916-300-1134)
Listing Agent: Roger King (916-300-1134)
4255 BOCA POINTE DR, SARASOTA, FL 34238
$1,345,00027 Days on yellowkey MLS ID: A4687256
2 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3312 Built: 1988Monthly Fee: $75 Tax: $6,320 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$6,320
Remarks: Under contract-accepting backup offers. Set on one of the most desirable streets in TPC Prestancia, this residence offers the presence and grace of a classic estate enhanced with a touch of Mediterranean flair. Mature oak trees frame the property, while towering pines along the rear create a beautiful natural backdrop that complements the home’s timeless architecture. The setting is completed by immediate, sweeping views of the golf course, bringing light, openness, and the signature Prestancia landscape right to your lanai. Inside, the home features 4 bedrooms (one currently used as an office), 3 full bathrooms, all arranged with a sense of scale and refinement. High ceilings, generous room sizes, and large windows create bright, inviting living spaces. The traditional gourmet kitchen, open towards the family room is designed for both everyday comfort and entertaining, offering granite countertops, classic cabinetry, high-end stainless-steel appliances (Miele dishwasher, Wolf cooktop), large pantry and excellent workspace. A formal dining room adds an elegant space for gatherings and special occasions, perfectly positioned within the home’s traditional layout. The living-room with sliding doors blends seamlessly indoor and outdoor living. The outdoor living area is a highlight: sparkling pool and spa and an expansive screened lanai ideal for relaxing or hosting. The views of the manicured fairways and the surrounding natural landscape make this space feel both elegant and serene. In addition, the side yard offers ample space to gather and play. Significant updates add peace of mind, including impact windows and sliders, two new AC units, brand-new pool cage, new water heater... These improvements blend seamlessly with the home’s classic character (arches, crown moldings, plantation shutters, hardwood floors) offering modern comfort within a timeless setting. Laundry and two-cars garage complete the property. TPC Prestancia community provides 24/7 gated security and is recognized as an Audubon Certified Sanctuary, with 565 acres of mature trees, wildlife, and walking paths. Fine dining, shopping is only minutes away! Located only 4 miles from world-renowned SIESTA KEY BEACH, this home blends golf course tranquility with exceptional coastal convenience. TPC Prestancia social, sports (tennis, brand new pickleball courts, gym in construction) and golf memberships are available and optional. This is a rare opportunity to own a home, move in condition that combines estate-level presence, thoughtful updates, and one of the most attractive golf-course settings in Sarasota. Schedule your private showing today. Floorplan and 3D tour available
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Pascale Durand (973-727-9784)
6725 ROXBURY DR, SARASOTA, FL 34231
$439,00071 Days on yellowkey MLS ID: A4682016
REDUCED by $10,900 (2.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1970Monthly Fee: $6 Tax: $5,286 (2025)Community: Gulf GateSingle Family
Taxes:$5,286
Elementary School: Gulf Gate Elementary
Remarks: This beautifully updated Gulf Gate residence is a true standout, offering the perfect blend of comfort, style, and high-impact upgrades. Plus, enjoy a 1% lender credit at closing. Step inside to a bright, open layout enhanced by crown molding, modern coastal lighting, and a fully remodeled kitchen designed for both everyday living and entertaining. The kitchen features granite countertops, upgraded stainless LG appliances (2022–2023), an induction range, convection microwave with air-fry capability, oversized refrigerator, and bar-height seating that keeps you connected with guests. Major system upgrades provide exceptional peace of mind, including a brand-new roof (2024), new electrical panel (2021) with generator transfer switch, whole-house surge protection, EV charging outlet, hot water heater (2020), upgraded R25 attic insulation, and a smart attic fan. A new 2025 HVAC system with UV light enhances air quality and efficiency, while split AC units (2023) in the family room and third bedroom offer flexible climate control. Both bathrooms have been tastefully updated with granite countertops, and additional features like a storm-rated garage door, clear storm shutters, Ring doorbell, and tri-fuel generator add an extra layer of security and convenience. The garage is thoughtfully equipped with built-in cabinetry, a laundry sink, and motion-sensor lighting. Enjoy Florida living at its best with a spacious fenced backyard and paver patio, perfect for relaxing or entertaining. Located in deed-restricted Gulf Gate, residents enjoy sidewalks, streetlights, and close proximity to shopping, dining, and the local library. You’re just minutes from Gulf Gate Village, Siesta Key Beach, Legacy Trail, top-rated schools, fitness centers, and the vibrant arts and theater scene of downtown Sarasota. This is a move-in-ready home where the big-ticket items are already done — schedule your private showing today.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
4085 FOUNDERS CLUB DR, SARASOTA, FL 34240
$3,400,000173 Days on yellowkey MLS ID: A4667067
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6798 Built: 2007Monthly Fee: $625 Tax: $19,583 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$19,583
Elementary School: Tatum Ridge Elementary
Remarks: Lakefront masterpiece in the prestigious Founders Club. Crafted by renowned builder Todd Johnston, this 5 bedroom, 5.5 bathroom home offers 6,800 square feet of sophisticated living space. Luxurious craftsmanship abounds as you enter through the grand formal double-door entry featuring a mosaic marble inlay opening to coffered ceilings soaring above elegant hardwood and travertine marble floors throughout. Extensive millwork and hand built cabinetry highlight quality at every step. The gourmet kitchen boasts double Sub-Zero refrigerators, a six-burner Viking gas range with griddle, and a dedicated wine room with 100 bottle storage and double wine fridges. The luxurious owners wing encompasses the primary bedroom, palatial bathroom, two large walk-in closets, and two additional bonus rooms perfect for a nursery, wellness space, secondary office, or additional living space. A spacious home theater is adjacent to this luxurious wing. Also on the first floor you'll find a large and sophisticated study with exquisitely crafted cabinetry and built-in book case for professionals woking from home or private reading space. Guests will appreciate the first-floor guest suite with en suite bathroom, wet bar, and refrigerator. The downstairs bonus room offers flexibility as a fifth bedroom or game room. Upstairs are two more bedrooms each with their own bathroom as well as a large family room and balcony. This estate lot brings sweeping views of the lake and golf course from the manicured lawns and the heated saltwater pool and spa surrounded by tumbled marble pavers and a fully equipped outdoor kitchen—ideal for entertaining. A whole house generator, new roof (2020) and newer AC units. Residents of The Founders Club enjoy world-class amenities, including an 18-hole Robert Trent Jones Jr. golf course, elegant clubhouse with dining, fitness center, tennis and basketball courts, sand volleyball, and scenic walking trails. Don’t miss the opportunity to make this magnificent home yours!
Listing Agent: Sam Kasprzyk-Benge (941-650-3732)
7505 WEEPING WILLOW BLVD, SARASOTA, FL 34241
$885,000211 Days on yellowkey MLS ID: O6346384
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3141 Built: 1987Monthly Fee: $119 Tax: $8,342 (2024)Community: Bent Tree VillageSingle Family
Taxes:$8,342
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Luxurious Lakefront Living in The Woodlands of Bent Tree! This beautiful home offers a private setting on over half an acre, backing onto a spring-fed lake in the gated Woodlands of Bent Tree. Nestled in an A-rated school district and surrounded by lush landscaping, this property combines elegance, comfort, and convenience in one perfect package. Featuring 4 bedrooms, 3 baths, a 2-car side-entry garage, and a brand new roof, the split plan design showcases both functionality and style. Enjoy formal living and dining rooms, a spacious family room with soaring ceilings, a fireplace, and a stylish wet bar. The chef’s eat-in kitchen is a showstopper with quartz countertops, stainless steel appliances, and direct access to the family room—ideal for gatherings and entertaining. Your expansive primary suite includes a spa-inspired bath with dual sinks, a jetted garden tub, large walk-in shower, and generous walk-in closet. Secondary bedrooms are equally spacious, offering flexibility for guests, family, or office space. Step outside to your private oasis: a screened pool and spa overlooking breathtaking lake views, with plenty of room to relax or entertain. The expansive backyard provides additional space to enjoy the outdoors. Just a short golf cart ride to Bent Tree Country Club or Laurel Oak Country Club, and minutes from Siesta Key Beach, UTC Mall, downtown Sarasota, shopping, and dining—this home has it all. Don’t miss this rare opportunity to own in The Woodlands of Bent Tree—schedule your private showing today and fall in love with the perfect blend of luxury, privacy, and natural beauty!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
3809 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,850,00038 Days on yellowkey MLS ID: A4685858
Bed: 4 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6259 Built: 2007Monthly Fee: $656 Tax: $28,532 (2025)Community: Founders ClubSpa: YesSingle Family
Taxes:$28,532
Remarks: Sprawling 6,259 square foot estate on .76 acre in The Founders Club boasts breathtaking sunset golf and lake views over the third fairway in one of Sarasota’s premier lifestyle golf communities. Architecturally grand details are evident throughout this two-story residence with its generously-proportioned living spaces, volume coffered ceilings, built-in wood detailing, three gas fireplaces, accentuated by oversized windows and ten foot impact sliders to take in the breathtaking surrounding vistas. The oversized lanai is anchored with travertine decking, gas fireplace, heated pool/spa and engulfed by the sublime views at every turn, while seamlessly connecting to the invitingly large living and great rooms open to the gourmet kitchen where form and function reigns cohesively. Chefs will delight with the custom wood cabinetry, sprawling granite counters, high performance appliances, wet bar with sink and fridge, butler pantry bar, built-in desk, walk-in pantry, walk-in hidden wine room with two wine fridges, and large breakfast nook area with built-in bench seating. The residence also features a magnificent club room adjoining the home's fifth full bath, offering an expansive retreat behind double doors complete with dry bar and refrigerator, direct lanai access, and sweeping golf and lake views. Relax and unwind in the oversized owner’s retreat on a private wing with its own sitting room, a gas fireplace, disappearing sliders open to the lanai, two walk-in customized closets, and an opulent spa-like bath adorned with onyx and marble, a dual entry walk-in shower with multiple shower heads, bench seating, two vanity stations with abundant storage, make-up vanity, oversized jetted tub, and separate water closet with bidet. Family and overnight visitors will be right at home with 3 generously sized guest rooms all outfitted as large suites with private full baths and walk-in closets, one on the main level, and two on the upper level with direct veranda access. Upstairs is also large theater room designed for cinema seating. Other notable highlights of this all-encompassing four-bedroom suite residence includes a private Office with built-ins and plantation shutters, a separate Powder Room conveniently located, a laundry room with sink, cabinetry and storage closet, solid interior doors, central vacuum, newer water heater, 4 AC units aged between 2020 and 2022, landscape lighting, GENERATOR, paver driveway, and a split 4-car courtyard garage with newly replaced operating mechanisms. This one-of-a-kind masterpiece is a testament to refined living in the Founders Club with over 700 acres of natural beauty offering low density living with 262 homesites, a Robert Trent Jones, Jr. designed 18 hole championship golf course, tennis courts, fitness center, miles of brick pavered walking paths, and fabulous 24,000 square foot clubhouse with a full calendar of events, positioned conveniently with easy access to Lakewood Ranch’s Waterside Place and Sarasota's downtown, beaches, shopping, dining and medical centers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tina Ciaccio, P.A. (941-685-8420)
5566 MAGNOLIA TREE TER, SARASOTA, FL 34233
$649,90055 Days on yellowkey MLS ID: A4683985
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2264 Built: 1997Monthly Fee: $75 Tax: $3,722 (2025)Community: Magnolia PondSpa: YesSingle Family
Taxes:$3,722
Elementary School: Ashton Elementary
Remarks: Welcome to 5566 Magnolia Tree Terrace, nestled in the charming community of Magnolia Pond in Sarasota — a quiet enclave of just 59 homes surrounded by three picturesque lakes. A brick paver driveway leads to the two-car garage and elegant double-door entry, framed by lush, manicured landscaping. Step inside and be immediately captivated by tranquil water views and an immensely functional floor plan designed for both entertaining and everyday living. The formal living room showcases a vaulted ceiling and pocketing sliders that seamlessly blend indoor and outdoor spaces, opening to the pool and tropical vista beyond. A separate formal dining room with wood flooring and built-in server creates the perfect setting for memorable gatherings. The open kitchen flows effortlessly into the casual dining area and family room, while sliding glass doors lead to the screened lanai — ideal for hosting or simply relaxing. Outside, enjoy a gas-heated pool and spa, brick paver deck, and a separate covered area perfect for a future outdoor kitchen. This four-bedroom home features a desirable split floor plan. The spacious primary suite boasts tray ceilings, a walk-in closet, and private lanai access, and update en-suite bathroom. A second bedroom includes an bath with direct pool access for guest privacy. Two additional bedrooms share the 3rd bathroom, providing comfort and flexibility for family or visitors. Crown molding, architectural ledges, and thoughtful details enhance the home throughout. A new roof in 2024 offers added peace of mind, along with the new pool cage in 2025. Whether you're a snowbird seeking sunshine or a family wanting proximity to A-rated schools, this home delivers the Florida lifestyle at its finest. Located just minutes from the soft sands of Siesta Key Beach, world-class dining, The Mall at University Town Center, and the scenic Legacy Trail, convenience and recreation are always within reach. This is a home where the good life truly keeps on giving. Schedule your private showing today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Sandee Teresa (941-356-7809)
4471 TRAILS DR, SARASOTA, FL 34232
$575,00055 Days on yellowkey MLS ID: A4683777
REDUCED by $20,000 (3.4%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1987Monthly Fee: $193 Tax: $3,485 (2025)Community: TimberlakesSpa: NoSingle Family
Taxes:$3,485
Remarks: Fresh new price, same incredible lifestyle. Welcome to this beautifully maintained 3-bedroom, 2-bath single-family home in The Lakes, a sought-after community in the heart of Sarasota. Offering 1,721 square feet of comfortable living space, this residence features a thoughtfully designed split-bedroom floor plan that balances privacy with everyday functionality. Enjoy added peace of mind with a 2023 roof and hurricane protection, including impact windows and/or shutters, providing both security and energy efficiency. The spacious living and dining areas flow seamlessly to a screened porch — the perfect spot for morning coffee or relaxing evenings overlooking the private, tree-lined backyard. The serene outdoor setting creates a peaceful retreat with plenty of room to entertain, garden, or simply unwind. Residents of The Lakes enjoy an impressive array of amenities, including one clubhouse and two community pools, tennis and basketball courts, a fitness center, and scenic walking trails. Ideally located in central Sarasota, you’re just minutes from world-class beaches, exceptional dining, premier shopping, and the area’s vibrant cultural attractions.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
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