Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
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1313 SIESTA BAYSIDE DR #1313D, SARASOTA, FL 34242
$669,00084 Days on yellowkey MLS ID: A4678960
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $6,865 (2025)Community: Gulf & Bay Club BaysideCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,865
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to 1313 Siesta Bayside Drive in Gulf & Bay Club Bayside, a beautifully updated 2-bedroom, 1.5-bath condo offered turnkey furnished and ideally suited as a personal beach retreat or high-performing investment property with weekly rental flexibility and consistent future bookings already in place. This light-filled residence features tasteful coastal updates and a serene pond waterview, complemented by a private single-car garage, driveway parking, and additional guest parking conveniently located across the street. Enjoy deeded beach access to world-famous Siesta Beach, renowned for its bright white quartz sand and crystal-blue Gulf waters, just a short walk away, while the Siesta Key Village shops and restaurants are an easy drive, bike, or golf cart ride. Gulf & Bay Club Bayside is a gated, resort-style community offering two heated pools, tennis and pickleball courts, walking paths, a fishing pier, fitness center, clubhouse, BBQ and picnic areas, and lush tropical landscaping, delivering the perfect blend of relaxed island living and strong income potential in one of Siesta Key?s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Shane Lewis (941-685-3252)
2442 WOOD ST, SARASOTA, FL 34237
$472,00089 Days on yellowkey MLS ID: A4678152
REDUCED by $23,000 (4.6%) on 04/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1951 Tax: $5,715 (2025)Community: Hudson ParkSingle Family
Taxes:$5,715
Elementary School: Alta Vista Elementary
Remarks: Live in one of the most desirable Sarasota neighborhoods! This home has 2 nice sized bedrooms and a third room that can be a sunroom, office, or interior in-law suite/studio with its own bathroom, kitchen space, closet, and private entrance from the back of the house. This cozy home features a kitchen nook and comfortable sitting area to relax and unwind. Upgrades include remodeled kitchen, newer roof (2018), Granite vanity top and sink with brushed nickel faucets (2020), water heater (2025), upgraded light fixtures (2025) and many other upgrades throughout this beautiful home. Enjoy your morning coffee from the beautiful front patio or relax on the back patio. Backyard has a 2-car carport and storage sheds. The location is ideal as it is close to shopping and restaurants as well as minutes to downtown Sarasota and world-famous Siesta Key Beach & other local beaches. Schedule an appointment to see this beautiful home today! RV parking available as well as zoned for multi-family if desired.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,695,000102 Days on yellowkey MLS ID: A4676686
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Elementary School: Southside Elementary
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000125 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
Taxes:$7,045
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)
1915 TULIP DR, SARASOTA, FL 34239
$2,649,999134 Days on yellowkey MLS ID: A4673707
REDUCED by $50,000 (1.9%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2935 Built: 2025 Tax: $6,145 (2025)Community: Hartland ParkSpa: YesSingle Family
Taxes:$6,145
Remarks: Welcome to 1915 Tulip Drive – a beautiful Single Story home you will love! This new construction Modern Coastal Single Story home is located West of the Trail in the preferred Zone X (unshaded) with elevated storm protection and easy access to Siesta Key beaches, Southside Village and Downtown Sarasota. Built strong and stylish by Majestik Homes, this 4 bedroom 4 bathroom residence blends architectural elegance with energy efficiency and storm-ready construction. From the moment you enter through the grand 9-foot doors, you’re greeted by soaring ceilings, expansive glass, and a seamless indoor-outdoor flow that captures Florida living at its finest. The open floor plan centers around a designer great room, a chef’s kitchen outfitted with premium Thermador gas appliances and a dining room that is perfect for intimate dinners and larger gatherings. Designed with both performance and sustainability in mind, this home features energy-efficient lighting, appliances, and insulation systems that reduce consumption without sacrificing comfort. With 2 efficient air conditioning units and a tankless gas water heating system you will enjoy energy efficient heating and cooling year-round. Built with an emphasis on strength and safety, this residence offers peace of mind with a finished floor height of 26’ above sea level and materials selected to withstand Florida’s toughest storms. Every detail—from the block construction to the impact-rated windows—has been thoughtfully engineered to provide long-lasting security and a safe haven for your family. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show – you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
1900 BENJAMIN FRANKLIN DR #V12, SARASOTA, FL 34236
$574,900153 Days on yellowkey MLS ID: A4671208
REDUCED by $50,100 (8.0%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967Monthly Fee: $1,217 Tax: $7,227 (2024)Community: Lido HarbourVilla
Taxes:$7,227
Tax Year: 2024
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Situated on the serene southern tip of Lido Key within the coveted First Lido community, Villa 12 delivers a coastal living experience that is increasingly rare—blending the privacy of a single-family home with the effortless, maintenance-free lifestyle of a ground-level villa. With 2 bedrooms, 2 full baths, and a versatile enclosed Florida room, this residence is ideal for those seeking a quiet island retreat with the vibrant energy of Lido Key just moments away. The villa has been significantly updated from the studs out, providing a fresh and clean interior canvas. The open-concept floor plan features porcelain tile flooring throughout and a modern kitchen appointed with brand-new appliances and sleek finishes—offering a bright, functional space for everyday living and hosting. While the core renovation work has been completed, the home remains a "living canvas," providing a unique opportunity for a new owner to add their own custom refinements and personal style to a high-potential space. Practicality is built-in with rare amenities, including a private attached carport for door-front parking and a dedicated in-unit laundry room. The enclosed Florida room adds valuable square footage, serving as a flexible den, office, or guest space. Just steps from your door, enjoy private beach access and a gulf-front pool where residents gather for sunset views. Positioned just minutes from St. Armand’s Circle and South Lido Park, the location is truly peerless. With a highly motivated seller ready to move, this property is priced to reflect its current condition and presents a significant opportunity for a buyer looking to secure a renovated Lido Key address at a competitive value. Whether you’re looking for a seasonal escape or a high-potential investment, Villa 12 offers a solid foundation in a premier beachside setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Anthony Rechul (248-930-6638)
1966 WISTERIA ST, SARASOTA, FL 34239
$3,400,000181 Days on yellowkey MLS ID: A4668324
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3934 Built: 2026 Tax: $9,291 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$9,291
Remarks: Set within the coveted West of the Trail enclave, this newly constructed estate is a striking statement of contemporary design and quality craftsmanship. Thoughtfully designed with clean architectural lines and seamless indoor-outdoor flow. Exceptional attention to detail throughout the residence with 4-bedrooms + office/den + bonus loft and 6-bathrooms. European engineered hardwood and porcelain tile flooring, 9-foot interior doors, recessed ceilings and lighting, and a Level 5 wall finish. PGT impact-resistant, Low-E windows and expansive sliding glass doors flood the interiors with natural light. The open-concept great room is a dramatic focal point, featuring a soaring double-height ceiling and a striking slatted wood accent wall. State-of-the-art kitchen with premium Thermador appliance package, custom Studio Luxe cabinetry by Miralis, quartz countertops, and a waterfall island with designer breakfast bar seating. Opening seamlessly to the dining area and covered lanai, creating an ideal setting for entertaining. Large walk-in pantry, dedicated laundry room with Electrolux washer and dryer, elevator-ready storage space, and private office ensure everyday convenience is met with elegance. The main-level primary suite serves as a private retreat, featuring a spa-inspired bathroom and professionally designed, boutique-style custom closet. The second level offers three en-suite bedrooms, each with beautifully finished bathrooms and walk-in closets. Bathrooms are appointed with quartz countertops, LED mirrors, frameless glass shower enclosures, designer tilework, multiple shower heads, built-in niches, and integrated bench seating. A spacious loft lounge includes a wet bar with beverage refrigerator. Two expansive balconies provide additional space for relaxation or entertaining. Enjoy serene moments by the heated saltwater pool and integrated spa, covered lanai with summer kitchen, including grill, sink and refrigerator, and a dedicated poolside half bath. The backyard is fully enclosed with a six-foot privacy fence and includes green space suitable for pets or gardening. The pool area is screen-enclosure ready for year-round enjoyment. Ideally located just minutes from downtown Sarasota, top-rated schools, dining, shopping, and cultural attractions, this exceptional residence offers a rare opportunity to enjoy sophisticated West of Trail living with uncompromising design integrity and quality. Offering a one-year full developer warranty.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Linda Driggs (941-374-2920)
1253 N BASIN LN, SARASOTA, FL 34242
$3,295,000181 Days on yellowkey MLS ID: A4668457
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3464 Built: 1971Monthly Fee: $450 Tax: $42,282 (2024)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$42,282
Remarks: One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
300 GARDEN LN, SARASOTA, FL 34242
$2,999,000221 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (6.3%) on 04/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
3218 SIGNET CT, SARASOTA, FL 34240
$3,100,000234 Days on yellowkey MLS ID: A4662879
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 6550 Built: 2009Monthly Fee: $425 Tax: $15,931 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$15,931
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Welcome to The Founders Club, Sarasota’s premier gated golf community, where timeless design meets modern luxury. This stunning John Cannon–built estate, situated on nearly an acre, offers over 6,500 square feet of living space all on one floor with 4 bedrooms, 4.5 bathrooms, and a thoughtful single-level layout designed for both entertaining and everyday living. From the moment you arrive, the home’s circular drive, lush landscaping, and elegant architectural details set the stage for what lies inside. Step through grand double doors and into open, light-filled living spaces where soaring ceilings, crown molding, and refined finishes create a warm and inviting atmosphere. The heart of the home is the chef’s kitchen, featuring solid wood cabinetry, granite counters, built-in shelving, and a spacious open layout that flows seamlessly into the family room and casual dining area. A separate formal dining space and living room provide options for intimate gatherings or larger celebrations. The private primary suite is a true retreat with dual walk-in closets, a spa-like bath boasting a whirlpool tub, multiple shower heads, and stone counters. Three additional bedrooms each feature en suite baths, offering privacy and comfort for family and guests. A dedicated office, media room, and bonus/game room with wet bar provide flexible space for work, play, or relaxation. Outdoor living is equally impressive. Step out to a covered lanai with an outdoor kitchen and grilling area, overlooking a sparkling pool and spa. Surrounded by a private courtyard, this backyard oasis is perfect for year-round enjoyment. Additional highlights include a 4-car side-entry garage, gas fireplace, French doors, and energy-efficient features with FGBC Green Certification and new interior paint work. Residents of The Founders Club enjoy a private, guard-gated lifestyle with optional golf and country club membership, just minutes from downtown Sarasota, world-class beaches, and A-rated schools. This estate is a rare opportunity to experience luxury living in one of Sarasota’s most exclusive communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Brian Wood (941-928-8408)
546A BEACH RD #A544, SARASOTA, FL 34242
$1,980,000274 Days on yellowkey MLS ID: A4657651
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2611 Built: 1981 Tax: $20,998 (2024)Community: Tiffany SandsTownhouse
Taxes:$20,998
Remarks: Gulf-front luxury townhome with private beach access on Siesta Key! Soak in the breathtaking, unobstructed views of the Gulf and iconic Siesta Beach from every level of this three-story, turnkey-furnished townhouse-style condominium. Just a short distance from the sand in the intimate, nine-residence enclave of Tiffany Sands, this rare Siesta Key offers blends relaxed beachside living with elegant design and modern comforts. Spanning 2,611 square feet, this three-bedroom, 3.5-bath residence welcomes you with an open-concept main floor that seamlessly connects the kitchen, dining and living areas—all framed by floor-to-ceiling impact-rated sliding glass doors and panoramic Gulf vistas. The living room is anchored by a cozy wood-burning fireplace and enhanced by crown molding, recessed lighting and sleek ceramic tile flooring. Go onto the expansive Gulf-front balcony, an ideal setting for alfresco dining or sunset lounging. The kitchen is stylish and functional, featuring solid-surface countertops, stainless steel appliances, modern cabinetry with pullout shelving, under-cabinet lighting and a breakfast bar for casual meals. Upstairs, the spacious Gulf-front primary suite offers postcard-worthy views, a private balcony, sitting area, double closets and a luxurious en-suite bath with jetted soaking tub, double vanity, separate shower, bidet and two skylights. Two additional guest bedrooms—flexibly configured with a retractable dividing wall—are also on the third floor along with a full guest bath and a well-equipped laundry room. The oversized ground-floor bonus room opens via sliding glass doors to a covered patio just steps from your private beach path. A full bath with walk-in shower was stylishly updated in 2024, making this level ideal for guests, a home gym or media lounge. Additional highlights include a one-car attached garage with extra storage, newer water heater (2024), HVAC (2022), roof and skylights (2017), hurricane shutters and flexibility of 30-day minimum rentals. Just .4 miles from Siesta Village’s vibrant shops and dining, and Siesta Beach Park, this exceptional home delivers the ultimate island lifestyle—whether you’re seeking a serene personal retreat, a seasonal escape or a savvy investment property.
Listing Agent: Mike Warm, Llc (941-525-2740)
1838 ALTA VISTA ST, SARASOTA, FL 34236
$3,495,000281 Days on yellowkey MLS ID: A4657794
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4452 Built: 2022 Tax: $17,607 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$17,607
Remarks: Ensconced in the heart of the highly esteemed West-of-Trail Avondale neighborhood, this stunning 5-bedroom, 4.5-bath, 4400 square foot residence seamlessly blends timeless charm with modern luxury. Situated on a rare 14,750 sq ft oversized lot, the original 1952 home was extensively renovated and thoughtfully expanded in 2022, more than doubling its original square footage—all on a single level. Step inside to discover an open-concept layout designed for both comfort and entertaining, featuring a state-of-the-art kitchen with custom cabinetry, high-end appliances, a spacious eating area, and an impressive full butler’s pantry. The kitchen flows effortlessly into the elegant dining room and the great room, all bathed in natural light and finished with premium materials throughout. The home offers a separate formal living room and a versatile bonus room overlooking the pool—ideal for a home office, library, or sunlit sitting room. The owner's suite features sliding glass doors to access the pool, transom windows that filter in natural light, two walk-in closets, and top of the line finishes in the spa-like bath. The guest wing offers an over-sized bedroom, perfect for a home gym or private in-law suite, and provides privacy and flexibility for guests or multigenerational living. Every detail has been meticulously curated, from designer finishes to thoughtful storage solutions. Outside, enjoy lush landscaping, generous green space, and the perfect setting for outdoor entertaining. The lap pool and spa offer privacy and access to indoor-outdoor living spaces. All of this is located in the highly sought after Southside Elementary School district, and within walking distance to downtown Sarasota and Southside Village, placing dining, shopping, and cultural attractions just steps from your door.
Listing Agent: Jennifer Linehan (941-266-7555)
217 S SHADE AVE, SARASOTA, FL 34237
$1,899,000404 Days on yellowkey MLS ID: A4628117
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
1260 DOLPHIN BAY WAY #203, SARASOTA, FL 34242
$1,175,000636 Days on yellowkey MLS ID: A4616567
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $9,753 (2024)Community: Dolphin BayCondo
Taxes:$9,753
Remarks: Newly installed white quartz countertops and freshly painted cabinets make the kitchen bright and cheery in this expansive 2-bedroom, 2-bath residence. With breathtaking bay views, the interior boasts an impressive 1,915 square feet of under-air living space, complemented with covered lanais in both front and back and a convenient sunning deck. The interior features both a living room and a family room, a split bedroom plan with ensuites, and hard surface flooring throughout. HVAC and hot water heater replaced in 2024. Rare to properties on the key, there is also a private one-car garage under the building, supplemented by ample open parking. Just a short walk to the public beach, Dolphin Bay offers an array of amenities, including a clubhouse, pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community is ideal for those seeking an active waterfront lifestyle in a social and vibrant environment. Take advantage of the trolley stop located right out front, providing easy access to live entertainment and dining options throughout Siesta Key. With exterior painting and elevator renovations complete, now is the time to live your best life at Dolphin Bay!
Listing Agent: Mina Johnson (941-404-9347)
1850 WEBBER ST, SARASOTA, FL 34239
$3,890,00018 Days on yellowkey MLS ID: A4686673
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Remarks: One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,00066 Days on yellowkey MLS ID: A4681704
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2018 Tax: $22,478 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$22,478
Remarks: Extraordinary Modern Sanctuary with Breathtaking Resort-Style Backyard Oasis on RARE Double Lot! Crafted by Majestik Homes—one of Sarasota's premier luxury homebuilders—this residence exemplifies innovative design, exceptional craftsmanship, and meticulous attention to detail. Known for redefining luxury living, Majestik Homes delivers bold, high-quality homes that prioritize safety, peace of mind, and timeless sophistication. This stunning home offers 4 bedrooms and 3 bathrooms with an open-concept layout featuring 10-foot ceilings, 8-foot doors, and abundant natural light through hurricane-rated impact-resistant windows, sliders, and doors. The chef’s kitchen stands out with quartz countertops, soft-close cabinetry, premium Sub-Zero refrigerator, induction cooktop, and high-end stainless-steel appliances, flowing seamlessly into the dining area and expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite is a serene escape with sliding glass doors to the patio, dual high-end custom walk-in closets, and a spa-like en-suite bath with dual vanities and open shower. The three additional bedrooms each feature beautiful high-end custom closets, with two separated by a stylish sliding barn door—ideal for guests, children, or a private home office. The two guest bathrooms are gorgeous and impeccably designed. One offers a sleek frameless glass walk-in shower with crisp white tilework, floating vanity, and tropical accents for a tranquil spa feel. The other provides a deep relaxing bathtub in sophisticated gray subway tile, paired with a pristine white vanity, bright natural light, and clean contemporary finishes—both showcase exceptional detail and timeless elegance. Premium upgrades include a new 16 SEER AC system, epoxy-coated garage floors, high-end built-in garage cabinetry, dedicated Tesla charging station, natural gas service with generator-ready hookup, hard-wired architectural uplighting for stunning evening ambiance, auto drapes throughout, and a private well for irrigation—a huge money saver on water costs. The backyard is the true centerpiece: a jaw-dropping saltwater infinity-edge pool with integrated hot tub, gas-heated for year-round use. This low-maintenance pool is self-cleaning and self-draining for effortless ownership. Surrounded by an expansive deck of premium Shellock pavers—renowned for durability, slip-resistance, and cool-to-the-touch feel—the oasis is fully enclosed by premium 6' white vinyl privacy fencing. Mature tropical landscaping, palms, and lush greenery frame the space. A dedicated kids’ play area along the north fence line adds family charm, complemented by a beautifully designed large chicken coop. The second lot offers a separate entrance from the north side road (Hyde Park) and abundant space for a 2nd garage, casita, home gym, pickleball court, RV/boat storage, or expanded outdoor living—truly endless possibilities. Smartly scaled for easy, low-maintenance living yet delivering an enormous resort-caliber backyard with unmatched privacy and versatility. No HOA restrictions. Just 1 minute to Sarasota Memorial Hospital—ideal for medical professionals. Downtown Sarasota (dining, arts, theater, shopping, entertainment) is 5 minutes away. Siesta Key is a quick 10-minute drive. Easy access to Van Wezel Performing Arts Hall, top-rated schools, Southside Village, Ringling College, USF Sarasota-Manatee, and I-75. Short drive to iconic St. Armands Circle and Lido Beach.
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
3271 ALEX FINDLAY PL, SARASOTA, FL 34240
$1,399,00011 Days on yellowkey MLS ID: A4688584
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3340 Built: 2002Monthly Fee: $369 Tax: $5,792 (2025)Community: Laurel Oak Estates Sec 02Spa: YesSingle Family
Taxes:$5,792
Remarks: One or more photo(s) has been virtually staged. Built in 2002 by Lee Wetherington Homes, this residence stands as one of the newer offerings within Laurel Oak Estates, combining timeless design with thoughtful updates and a sought-after cul-de-sac setting overlooking tranquil pond views. Spanning more than 3,300 square feet, the home is designed for both everyday living and entertaining. High ceilings with tray details, crown molding, arched doorways, and expansive windows create a bright, open atmosphere throughout. A glass double-door entry introduces the formal living and dining spaces, where a built-in buffet or bar enhances functionality for hosting. The living room is highlighted by an aquarium-style window framing views of the pool and water beyond. At the center of the home, the eat-in kitchen serves as the hub of the layout, featuring solid wood cabinetry, granite countertops, tile backsplash, stainless steel appliances, a center island, breakfast bar, and casual dining nook. The kitchen flows seamlessly into the family room, where pocketing glass sliders open fully to the screened pool deck—creating a seamless indoor-outdoor connection. An oversized media room just off the family room offers additional flexibility and also provides direct access to the outdoor living space. The primary suite is privately positioned and features French doors to the pool deck, dual walk-in closets, and an en-suite bath designed for comfort and functionality. Two guest bedrooms, a dedicated office with built-ins, and a bonus room complete the layout. Outdoor living is equally compelling. The pavered pool deck is fully screened and offers covered lounge and dining areas, a swimming pool, and a raised spa with a waterfall feature—all overlooking peaceful water views. Mature landscaping and a side-entry three-car garage enhance curb appeal, while the short cul-de-sac location adds an extra layer of privacy. A newer roof (2023), updated pool cage (2012), and whole-house generator contribute to the home’s overall readiness. Laurel Oak Estates is a guard-gated community known for its manicured grounds and estate-sized homes. Residents have the option to join Laurel Oak Country Club, offering two championship golf courses, tennis, pickleball, aquatics, fitness, and an active social calendar. Beyond the gates, the location places you moments from The Celery Fields, Rothenbach Park, and Waterside Place at Lakewood Ranch, along with UTC’s shopping and dining district. Downtown Sarasota, SRQ Airport, cultural venues, and the Gulf beaches are all within easy reach, creating a lifestyle that balances privacy with accessibility.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
4420 OAK VIEW DR, SARASOTA, FL 34232
$799,90018 Days on yellowkey MLS ID: A4687864
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2253 Built: 1988Monthly Fee: $172 Tax: $2,990 (2025)Community: Lakes Estates 3 Of SarasotaSingle Family
Taxes:$2,990
Elementary School: Brentwood Elementary
Remarks: Don’t miss this rare opportunity to own a BEAUTIFULLY RENOVATED AND PROFESSIONALLY DESIGNED HOME in the highly desirable Lakes Estates community of Sarasota. Ideally situated on a quiet street, this home offers stunning curb appeal, thoughtful design, and an exceptional blend of modern upgrades and timeless character. From the moment you arrive, you’ll be impressed by the attention to detail, high-end finishes, and inviting indoor/outdoor living spaces that make this property truly special.This spacious 2,253 sq ft home features 3 BEDROOMS, 2 BATHROOMS, and a 2-CAR GARAGE (with a BONUS 4TH BEDROOM not reflected in county records). At the heart of the home is an ALL NEW HIGH-END KITCHEN featuring MARBLE COUNTERTOPS AND BACKSPLASH, NEW DESIGNER APPLIANCES, a CUSTOM RANGE HOOD, breakfast nook, soft-close cabinetry, and HIGH-END DESIGNER LIGHTING AND FIXTURES—perfect for both everyday living and entertaining. Just off the kitchen, you’ll find an OVERSIZED LAUNDRY ROOM WITH CUSTOM CABINETS and a utility sink, providing both convenience and ample storage. The home’s SPLIT FLOOR PLAN offers privacy, with the master suite located off the great room, with two bedrooms and a bath tucked away on the opposite side of the home. The ALL NEW SPA-LIKE MASTER SUITE is a true retreat, featuring a CUSTOM GLASS-ENCLOSED SHOWER, DUAL SINKS, sleek cabinetry, designer lighting and fixtures, skylight, and a LARGE WALK-IN CLOSET WITH BUILT-IN STORAGE. Enjoy direct access to the lanai through a POCKET SLIDING DOOR, as well as a unique private outdoor seating area accessible from the master bath—perfect for quiet mornings or evening relaxation. The GREAT ROOM showcases VAULTED CEILINGS WITH AN EXPOSED BEAM, creating a bright and open atmosphere. A stunning ELECTRIC FIREPLACE WITH CUSTOM STONE FACADE AND WOOD MANTLE serves as the focal point, flanked by MATCHING ARCHED BUILT-IN BOOKSHELVES with custom cabinetry and marble countertops. Seamlessly blend indoor and outdoor living with TWO SETS OF OVERSIZED POCKET SLIDING DOORS that open to the covered and fully screened lanai—ideal for entertaining or enjoying Florida’s beautiful weather year-round. The LARGE, OPEN BACKYARD offers plenty of room to design your dream pool and outdoor oasis, while the front yard features NEW SOD and mature landscaping that enhances the home’s curb appeal. Additional upgrades include NEW FLOORS, NEW LIGHTING, CUSTOM TILE, and FRESH PAINT (interior and exterior), along with a FIVE ZONE IRRIGATION SYSTEM, NEW WINDOWS (2026), NEW ROOF (2023), AC (2012), and a 2-CAR GARAGE WITH NEW EPOXY FLOOR COATING. Residents enjoy access to community amenities including a CLUBHOUSE, FITNESS CENTER, POOL, AND TENNIS COURTS. Conveniently located just a short drive to downtown Sarasota, top-rated schools, dining, shopping, and the area’s WORLD-FAMOUS GULF BEACHES, this home offers the perfect combination of comfort, style, and location. Don’t miss your chance to own this MOVE-IN READY, ONE-OF-A-KIND PROPERTY in one of Sarasota’s most convenient and sought-after areas. Schedule your private showing today!
Listing is courtesy of: INTEGRA REALTY GROUP INC (941-527-8700)
Listing Agent: Tori Krebs (360-719-0781)
2806 UPPER TANGELO DR, SARASOTA, FL 34239
$499,00018 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
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)
8425 NANDINA DR, SARASOTA, FL 34240
$515,00019 Days on yellowkey MLS ID: A4686573
REDUCED by $10,000 (1.9%) on 04/09/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2359 Built: 2013Monthly Fee: $206 Tax: $3,919 (2025)Community: Palmer LakeSpa: NoSingle Family
Taxes:$3,919
Remarks: NEW PRICE - Welcome to Palmer Lake and this beautifully maintained 4-bedroom, 2.5 bath, two-story lakefront home offering 2,371 square feet of comfortable living space in a superb Sarasota location. Built in 2013 featuring a recently replaced roof along with the added security of roll-down storm shutters, providing move-in ready peace of mind. This residence blends modern convenience with peaceful waterfront views. Step inside the foyer and be captivated by the 25-ft ceiling entry leading to a spacious great room floor plan, perfect for both everyday living and entertaining. The open-concept design flows seamlessly into a generous kitchen area with abundant prep space, ideal for cooking and gathering. A convenient half bath is located just off the great room, along with a den and a practical storage room tucked underneath the stairs. Upstairs, you’ll find a large master suite retreat with ample space to unwind, along with three additional bedrooms to accommodate family, guests, or a home office. The front bedroom even has a murphy bed for added comfort and convenience. Enjoy Florida living at its best within the fenced backyard overlooking the lake, complete with covered patio – perfect for relaxing or hosting outdoor get-togethers. This home also features a paver driveway and walkway, adding to its curb appeal. Located in an A+ school district and just minutes from popular Rothenbach Park and the scenic trails of The Celery Fields. A superb Sarasota location and just a short drive to downtown Sarasota and its beautiful Gulf beaches. This home offers both convenience and lifestyle as lawn maintenance is included in the reasonable HOA fee, and there is NO CDD fee – making ownership even more appealing. The Palmer Lake community also offers a peaceful lakeside gazebo for its residents. For those hobby arborists, the back yard of this home even has a fruit-bearing lemon tree. This is a rare opportunity to own a move-in ready lakefront home in one of Sarasota’s most desirable areas. Schedule your private showing today and envision the lifestyle that awaits.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Roger Clyne (941-468-0644)
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