Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5047 VINSON WAY, SARASOTA, FL 34232
$549,0004 Days on yellowkey MLS ID: A4689764
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 1980 Tax: $4,521 (2025)Community: Brentwood EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,521
Elementary School: Brentwood Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Exceptional income-producing turnkey opportunity in the heart of Sarasota with a 9.8% cap rate! This versatile property at 5047 Vinson Way is ideal for both investors and owner-occupants looking to maximize returns while enjoying a primary residence. The property is thoughtfully configured into three separate units: a spacious 2-bedroom, 1-bath main residence perfect for an owner, plus two additional income-generating units—a studio and a one-bedroom—both currently operating as successful short-term rentals. The outdoor space is a true standout, featuring a brand-new pool and spa, creating a resort-style experience that significantly enhances rental appeal and guest satisfaction. Each unit offers privacy and functionality, making it ideal for Airbnb or extended stays. Whether you’re house hacking or running a full investment property, this setup delivers immediate income potential and strong cash flow. Located in a desirable Sarasota area close to shopping, dining, and world-famous beaches, this property blends lifestyle and performance seamlessly. Live in one unit, rent the others, and capitalize on a high-performing asset—opportunities like this are rare.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
480 CLEVELAND DR, SARASOTA, FL 34236
$4,100,000150 Days on yellowkey MLS ID: A4672676
REDUCED by $400,000 (8.9%) on 04/17/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 1967 Tax: $47,931 (2024)Community: Lido BeachSingle Family
Taxes:$47,931
Elementary School: Southside Elementary
Tax Year: 2024
Middle School: Booker Middle
Remarks: Boater's Delight on Lido Key. Beautiful Home with 3 Bedrooms, 3.5 Baths on a Beautiful, Wide, Private, Deep Water Canal with a Dock with Electric and a Partial View of the Bay. No Bridges to the Bay. Rear of Home has a Southern Exposure with a Lovely Heated Pool and an Enchanting Covered Patio for Entertaining with Serene Water Views. Only Two Blocks from Beautiful Lido Beach. Walk to Trendy St. Armands Circle to Shop and Dine. Discover a rare Lido Key sanctuary offering direct, bridge-free boating to the Gulf of Mexico and a private waterfront pool. Perfectly positioned along the bay and sold fully furnished, this home delivers effortless luxury with immediate access to open water, serene outdoor living, and one of Sarasota’s most desirable island lifestyles. Designed to embrace its waterfront setting, the expansive living areas open seamlessly to the outdoors. Six sets of sliding glass doors frame tranquil water views and create a fluid connection to the screened-in waterfront heated pool and expansive paver deck, ideal for both entertaining and everyday relaxation. From poolside lounging to sunset evenings by the water, the outdoor spaces flow directly to the private expanded dock with lift, complete with power and water, allowing you to reach the Intracoastal and Gulf of Mexico within minutes—with no bridges to navigate. You’ll love the peacefulness of the canal right at your doorstep. Inside everything has been renovated and updated in 2025! The kitchen is both elegant and functional, featuring stainless steel appliances, a built-in microwave, floating shelves, generous cabinetry, and a thoughtfully placed pantry adjacent to the laundry room, which includes a utility sink. Porcelain tile flooring runs consistently throughout the entire home, enhancing the clean, sophisticated aesthetic and open feel of the living spaces. The private living quarters are thoughtfully arranged for comfort and flexibility. A bedroom located at the front of the home offers an ideal guest retreat, while a beautifully designed office or den welcomes you upon entry, highlighted by three bay windows that fill the space with natural light. This office/den is enclosed with French doors, making it an ideal flex space for working from home, a media room, or additional entertaining. The primary suite is a true sanctuary, complete with custom his-and-her closets and a spa-inspired bathroom featuring floor-to-ceiling tile, a glass-enclosed shower, and plantation shutters. A conveniently located half bath enhances functionality for guests and gatherings. Outside your door, enjoy the quiet, walkable streets of Lido Key, offering a peaceful residential atmosphere. Explore nearby nature trails and kayak launches, stroll to St. Armands Circle, or take a short drive over the Ringling Bridge to Downtown Sarasota for world-class cultural offerings, fine dining, and shopping. With its luxury waterfront setting, private pool, direct Gulf boating access, and full furnishings included, this Lido Key residence offers a rare opportunity to own a timeless coastal retreat where every detail supports a lifestyle of ease, elegance, and exclusivity. Schedule your private showing and experience this exceptional waterfront offering firsthand.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
325 GOLDEN GATE PT #604, SARASOTA, FL 34236
$2,995,00073 Days on yellowkey MLS ID: A4680640
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2709 Built: 2026Community: The Owen Golden Gate PointSpa: YesCondo
Taxes:$0
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Under Construction. An intimate gated community of just 29 residences, The Owen is nestled along the southern point of downtown’s Golden Gate Point. Interior finishes include a private elevator entry, 10-foot ceilings per plan, Sub-Zero refrigerator, Wolf five-burner gas cooktop, Wolf wall ovens, quartz countertops, Rohl fixtures, contemporary cabinetry, an oversized island, porcelain tile flooring and a built-in outdoor gas grill. Distinctive resort-style spaces are designed for wellness and leisure, including a 1,700 S.F. fitness center with Technogym equipment, dual locker rooms, steam and sauna, owners' social room, conference/work-from-home suites, game room with pool table, shuffleboard, ping pong table, large screen TV, self-serving outdoor bar and grill area, infinity-edge saltwater pool, spa, and cozy fire pit. A walking path encircling the property and a dog park area are the perfect places for you and your furry friend to get a daily run. The two-story grand entry lobby features relaxing spaces, reception desk with concierge, and separate mail and package rooms. Two parking spaces, one with an outlet for an EV charger are included, along with owner storage and bike storage. Easy access to the restaurants, boutiques, and galleries of downtown, St. Armands Circle, and the beaches of Lido and Longboat Keys, personalized homeowner services, and the security of all new construction make life at The Owen carefree and convenient.
Listing is courtesy of: RONTO REALTY, LLC (941-210-0987)
Listing Agent: Vanroy Osborne (239-206-9796)
325 GOLDEN GATE PT #403, SARASOTA, FL 34236
$2,995,00073 Days on yellowkey MLS ID: A4680642
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3065 Built: 2026Community: The Owen Golden Gate PointSpa: YesCondo
325 GOLDEN GATE PT #1002, SARASOTA, FL 34236
$3,220,00073 Days on yellowkey MLS ID: A4680638
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2263 Built: 2026Community: The Owen Golden Gate PointSpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Under Construction. An intimate gated community of just 29 residences, The Owen is nestled along the southern point of downtown’s Golden Gate Point. Interior finishes include a private elevator entry, 10-foot ceilings per plan, Sub-Zero refrigerator, Wolf five-burner gas cooktop, Wolf wall ovens, quartz countertops, Rohl fixtures, contemporary cabinetry, an oversized island, Duchateau wood flooring and a built-in outdoor gas grill. Distinctive resort-style spaces are designed for wellness and leisure, including a 1,700 S.F. fitness center with Technogym equipment, dual locker rooms, steam and sauna, owners' social room, conference/work-from-home suites, game room with pool table, shuffleboard, ping pong table, large screen TV, self-serving outdoor bar and grill area, infinity-edge saltwater pool, spa, and cozy fire pit. A walking path encircling the property and a dog park area are the perfect places for you and your furry friend to get a daily run. The two-story grand entry lobby features relaxing spaces, reception desk with concierge, and separate mail and package rooms. Two parking spaces, one with an outlet for an EV charger are included, along with owner storage and bike storage. Easy access to the restaurants, boutiques, and galleries of downtown, St. Armands Circle, and the beaches of Lido and Longboat Keys, personalized homeowner services, and the security of all new construction make life at The Owen carefree and convenient.
5302 LAS ROSAS, SARASOTA, FL 34242
$725,000262 Days on yellowkey MLS ID: A4659614
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1184 Built: 1962Monthly Fee: $4 Tax: $3,190 (2024)Community: Sarasota BeachSingle Family
Taxes:$3,190
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home or use the current home as an investment or just enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. Terrazzo floors throughout. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Dan Miller (941-376-7442)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,00031 Days on yellowkey MLS ID: A4685407
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Remarks: Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1647 SIESTA DR, SARASOTA, FL 34239
$1,690,00018 Days on yellowkey MLS ID: A4684901
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3032 Built: 2025 Tax: $17,778 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$17,778
Remarks: Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings, natural light, and high-quality finishes throughout. The home features a modern and elegant kitchen with top-of-the-line Cafe' appliances, quartz countertops, and custom cabinetry. The primary bedroom located on the upper level can be accessed by elevator is a true sanctuary, offering a plush and peaceful retreat. It boasts vaulted ceilings, en-suite bathroom that includes a soaking tub and a separate shower that's great for unwinding after a long day. The room also features a generously sized walk-in closet with abundant space for storage and organization as well as a private terrace. On the second floor you will find three vast bedrooms, with plenty of closet space for added convenience and comfort. One of the most notable features of the second floor is the sizable sundeck and balcony, which are attached to both bedrooms. The laundry room is conveniently located on the second floor as well. The spacious bonus room offers endless possibilities, from an office, den, playroom, media center or a home gym. This home has two patios with an outdoor area with a large pool and hot tub that seamlessly blend the indoor and outdoor living with meticulously planned landscaping. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping in the area. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
8800 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,690,00032 Days on yellowkey MLS ID: A4684841
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3676 Built: 2025Monthly Fee: $25 Tax: $8,084 (2025)Community: Tortoise EstatesSpa: YesSingle Family
Taxes:$8,084
Remarks: With gulf views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers breathtaking 360-degree ocean views, multiple outdoor patios and terraces, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.
253 GOLDEN GATE POINT #703, SARASOTA, FL 34236
$4,400,00080 Days on yellowkey MLS ID: A4680332
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3068 Built: 2025Monthly Fee: $3,084 Tax: $19,307 (2025)Community: Peninsula SarasotaSpa: YesCondo
Taxes:$19,307
Remarks: Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with generous walk-in closets, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
2421 PROSPECT ST, SARASOTA, FL 34239
$647,50089 Days on yellowkey MLS ID: A4677367
REDUCED by $1,500 (0.2%) on 04/17/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 972 Built: 1956 Tax: $4,592 (2025)Community: Arlington ParkSingle Family
Taxes:$4,592
Elementary School: Alta Vista Elementary
Remarks: Now Offered at a Rare Value...Welcome to 2421 Prospect Street in Arlington Park’s Tightly Held RUSTIC LODGE…This Elegantly Refined Florida Mid-Century Retreat with Modern Coastal Finishes is Rooted in Sarasota’s Golden Era…the 1950s Marked a Time When Homes Were Designed & Built with Longevity & Craftsmanship—2421 is a Beautiful Reflection of That Legacy…Approached Not as a Renovation but as a Custom Crafted Rebuild...A Design-Conscious Builder Honored the Original Vision While Elevating the Residence to Meet Today’s Expectations for Style, Comfort, and Quality…the Integrity, Proportions, and Character Remain Intact, Now Enhanced by Refined Finishes, Seamlessly Integrated Contemporary Systems, Forward-Thinking Infrastructure, and Improvements Aligned with City of Sarasota Code…Sleek, Clean & Effortlessly Cool—As Though the 1950s Walked Into 2026 with Style…Expansive New PGT Impact Windows, Sliders & Doors Bathe the Home in Light While Preserving Tranquility…Every Detail Has Been Carefully Considered, Including All New Plumbing with Cast Iron Replacement Under the Slab, All New Electrical, HVAC Ductwork, and Engineered Structural Enhancements to Create an Open Floorplan...Insulated Interior Walls in Key Areas, Blown Attic Insulation, Tankless Water Heater, Fresh Paint, White Oak Style Plank Flooring with Four-Inch Baseboards, Frameless Glass Shower Doors, Custom Walk-In Closets, and Soft-Close Cabinetry Throughout…Curated Quartz Countertops Extend Across the Gourmet Chef’s Kitchen, Catering Pantry, Dry Bar, and Bathrooms…Recently Enhanced with a Brand-New Stainless Steel LG Dishwasher & New GE Profile Refrigerator…Additional Home Features Include Glass Tile Backsplashes, Substantial Kitchen Island with Tile Accent Lighting, and Vented Range Hood…Discreetly Integrated Throughout is a Fully Automated Smart Home System Offering Complete Flexibility—Including Remote Entry Keypads, Wireless Alarm, Ring Cameras, Motion Detectors, Panic Buttons, Remote-Control Ceiling Fans, USB & USB-C Outlets, Nest Thermostat, and Digitally Controlled Irrigation—Allowing the Home to Be Fully Automated or Enjoyed Traditionally at the Owner’s Preference…A Fully Screened Lanai with Custom Tongue & Groove Ceiling Extends the Living Space Outdoors, Complemented by New Epoxy Flooring Leading to the Paver Patio with Pool, Spa & Expansion Concepts Available…The Grounds Have Been Curated with a Six-Figure Landscape & Lighting Package, Fully Fenced, Double-Gated Privacy, Mature Junipers, Lush Clusia Hedges, Olive Trees, Bird of Paradise, and Fragrant Jasmine…A Three-Bedroom, One-and-a-Half-Bath Residence in the Heart & Soul of Arlington Park—Just Blocks to Legacy Trail and Arlington Park & Aquatic Center Hosting Live Music Events Alongside Pickleball, Tennis, Basketball Courts, Playgrounds, a Dog Park, Walking Trails, and Two Pools…Blocks to Sarasota Memorial Hospital, Minutes to Downtown Sarasota, Siesta Key, Longboat Key, Anna Maria Island, UTC Mall, and a Depth of Dining & Cultural Offerings Favored by Locals…Just a Fifteen-Minute Drive to Sarasota-Bradenton International Airport…Weekly Rentals Are Allowed, Not in a Flood Zone, No Storm Damage, No HOA, and Offered Turn-Key Furnished or Thoughtfully Curated to Buyer Preferences…Passed Down Through Only Two Owners Since the 1950s, This Home Represents Stewardship, Architectural Lineage, and Forward-Thinking Living…It’s Timeless, Intentional, and Unmistakably Rare…Schedule Your Private Tour Today & Live a Fuller Life!
Listing is courtesy of: FULLER GROUP (941-961-3100)
Listing Agent: Bo Fuller (941-961-3100)
1365 HARBOR DR, SARASOTA, FL 34239
$5,495,000138 Days on yellowkey MLS ID: A4672827
REDUCED by $490,000 (8.2%) on 04/11/2026
Bed: 4 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 4978 Built: 2018 Tax: $34,839 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$34,839
Remarks: A striking triumph of modern architecture and engineering, this three-story contemporary estate in Harbor Acres—Sarasota’s most coveted neighborhood—stands as a bold statement of design, innovation, and uncompromising luxury. Designed by renowned architect Mark Sultana of DSDG Associates, the residence is a masterwork where precision and artistry converge. From the moment of entry, soaring ceilings, expansive walls of glass, and a dramatic Italian floating staircase set the tone. Natural light fills the interiors, enhancing a layout designed for both impact and livability. The main level is anchored by an open-concept great room and a chef’s kitchen of exceptional caliber. A full suite of Miele appliances—including induction cooktop, built-in espresso maker, warming drawers, dual microwaves, and a full-height wine tower—is paired with Dekton countertops and custom Westwood cabinetry. A concealed butler’s pantry with Sub-Zero refrigeration enhances functionality. Living and dining areas flow seamlessly to a covered terrace with a summer kitchen and thermally modified wood ceiling overlooking the private grounds. The north wing is dedicated to a dual-owner’s suite—two private retreats connected by a spa bath with floating vanities, dual rain showers, soaking tub, heated towel racks, and custom Italian closets. One suite is currently configured as a refined office. The second living level offers a library/media room that can convert to a two-room guest suite, an additional bedroom suite, and two full baths for comfort and privacy. Outdoors, a resort-style setting unfolds with a dramatic 50-foot heated pool and spa, covered lounge areas, and lush bamboo for privacy. A separate one-bedroom guest house with full bath, coffee bar, and mini refrigerator provides independent accommodations. The rooftop terrace captures sweeping panoramic views of Sarasota Bay, the Ringling Bridge, Longboat Key, Siesta Key, and the downtown skyline—an exceptional setting for sunset gatherings. Additional features include Crestron-controlled lighting, shades, and audio, integrated speakers, five Luma security cameras with remote access, and two climate-controlled garages for up to six vehicles with epoxy floors, storage, and a gym opening to the pool terrace. A rare architectural statement offering elevated design, privacy, and location just minutes from downtown Sarasota and the Bayfront.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
4588 TUSCANA DR, SARASOTA, FL 34241
$1,195,0005 Days on yellowkey MLS ID: A4689151
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3860 Built: 2004Monthly Fee: $169 Tax: $7,249 (2025)Community: TuscanaSpa: YesSingle Family
Taxes:$7,249
Elementary School: Lakeview Elementary
Remarks: This is the one * QUALITY BUILT BY LEE WETHERINGTON HOMES * LOCATED BEHIND THE GATES OF RARELY AVAILABLE TUSCANA WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for by the original owners and the PRIDE OF OWNERSHIP SHOWS * This IMMACULATE home will not disappoint * This Family Estate Home is located on a Premium Lot backing to a 10 Acre Preserve & Pond providing a natural oasis & sense of tranquility * Enjoy the INCREDIBLE SUNSETS * This Custom Built Casablanca model is meticulously designed with 4 Bedrooms that are ALL EN-SUITES + 5 FULL BATHS + a Private Den/Office * The heart of the house is undoubtedly the LOVINGLY RENOVATED CHEF'S KITCHEN with NEW QUARTZITE Countertops, Upgraded Monogram Appliances, Custom Wood Cabinets, NATURAL GAS COOK-TOP, Built-in Oven, an Oversized Refrigerator & a Walk-in Pantry * The Gourmet Kitchen is open to the SPACIOUS FAMILY ROOM * Formal Living Room & Formal Dining Room * The Primary Suite is a sanctuary of comfort and a true retreat that features a THOUGHTFULLY REIMAGINED Spa-style Bath with NEW Walk-in Shower, Freestanding Tub, Dual Vanities & Dual Walk-in Closets * Upstairs is perfect for Guests or a private getaway with 2 En-Suite Bedrooms & a 23 x 17 Bonus Room with a Wet Bar, Mini Refrigerator, Ice Maker & Microwave * Relax on your 2nd story Screened Veranda - THE VIEWS ARE INCREDIBLE! * All of this wraps your Outdoor Oasis with Double Lanais * The Main Lanai is 21x16 with a Built-in Kitchen and a GAS Fireplace * Welcome to Party Central with a Beer Keg Built-in, Mini Refrigerator, Sink, GAS Grill & a Built-in Exhaust System * Travertine Deck * Your SALTWATER Pool & Spa is GAS Heated with a beach style shelf PLUS an Extended Paver Deck outside of the Pool Cage for additional enjoyment * You will not find a better outdoor area than this * Very Private Setting backing to tranquil 10 Acre Preserve & Pond to enjoy the spectacular sunsets * This is the perfect home for entertaining friends & family or simply relaxing in your slice of paradise * 3 Car Garage * NATURAL GAS * Volume Ceilings * Crown Molding * Tray Ceilings * Well for Yard Irrigation * Beautiful Landscaping + Paver Driveway + Sidewalks * Friendly GATED Neighborhood of only 99 Homes * NO CDD Fees * Located in the heart of Sarasota and close to shopping, dining, golf courses & more! * A short drive to World Famous Siesta Key Beach as well as UTC Mall * This truly outstanding home is a MUST SEE * Furniture is available under separate negotiation * One look & youll fall in love * Run, don't walk! *
Listing Agent: Ryan Brown (941-330-7774)
783 BIRDSONG LN, SARASOTA, FL 34242
$999,900166 Days on yellowkey MLS ID: A4670796
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1905 Built: 1973 Tax: $11,733 (2025)Community: Siestas Bayside Waterside SouthSpa: NoSingle Family
Taxes:$11,733
Remarks: Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright open floor plan enhanced by tasteful coastal décor and tile flooring. Multiple dining and entertaining spaces flow effortlessly into the spacious family room, ideal for relaxing or hosting guests, with direct access to the stunning pavered pool area. The beautifully appointed kitchen features stainless steel appliances, abundant counter space, and a convenient breakfast bar for additional seating. Retire to the serene primary suite which offers a walk-in closet and a well-designed bath with dual sinks, and opens directly to the INCREDIBLE new 21' x 24' covered lanai—an inviting extension of your living space. This IMPRESSIVE private outdoor oasis features pavers, remote-controlled ceiling fans, sconce lighting, and a remarkable sunset overlooking the relaxing pool complete with dramatic lighting for that special ambience. Enjoy privacy and seclusion in your backyard retreat which is fully enclosed with a 7 foot vinyl fence. An outdoor shower adds convenience after a day at the beach. The exterior has been expertly refreshed with new hardiplank siding, fresh paint, and attractive stone accents. A premium landscaping package includes full irrigation, shell for low maintenance, and landscape lighting to set the perfect atmosphere. Additional upgrades elevate peace of mind and efficiency: a 2024 roof, hurricane-rated windows and doors, new pool pump, attic insulation, new garage door and opener, and a newly pavered front walkway and driveway with a charming sitting area and extra parking. This beautiful home reflects pride of ownership and detail with so many updates and most important no flooding during the storms! Ideally located close to Siesta Key Village, just one mile from world-renowned Siesta Key Beach, and near shopping, dining, and ODA school, this home is perfectly suited as a primary residence, vacation retreat, or exceptional rental opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lori Lockhart, Pa (941-724-0595)
7758 SILVER BELL DR, SARASOTA, FL 34241
$895,0004 Days on yellowkey MLS ID: A4689138
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3012 Built: 1989Monthly Fee: $147 Tax: $5,381 (2025)Community: Bent Tree VillageSingle Family
Taxes:$5,381
Remarks: Don't let this one get away! * LOCATION, LOCATION, LOCATION * Rarely available in the GATED community of The Woodlands of Bent Tree * This EXQUISITE EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING ON ALMOST 3/4 ACRE, BACKING TO A WOODED GREENBELT * Quiet cul de sac location which means no through traffic * Side-load OVERSIZED 2 Car Garage * Quality Built by Arthur Rutenberg Homes and IMPECCABLY MAINTAINED BY THE ORIGINAL OWNERS, you will not find a home with this QUALITY & PRIDE OF OWNERSHIP * 4 Bedrooms & 3 Full Baths * 2 Bedrooms are En-suites * Formal Living Room & Formal Dining Room * The THOUGHTFULLY REIMAGINED Chef's Kitchen is open to the Family Room with a Wood-burning Fireplace * The generously-sized Owners' Suite showcases a Spa-style Bath with Walk-in Closet, Dual Sinks, Shower and a Garden Tub * All of this wraps your PRIVATE OUTDOOR OASIS with a CAGED POOL & SPACIOUS COVERED LANAI * This is the perfect home to entertain family & friends or for just relaxing in your slice of paradise * 'A' RATED SCHOOL DISTRICT * Short 15 minute drive to World Famous Siesta Key Beach as well as UTC Mall * You are close to all of Sarasota's fabulous amenities * One look & you'll fall in love! *
2848 WEBBER PL, SARASOTA, FL 34232
$359,90059 Days on yellowkey MLS ID: A4681884
0 Days Off yellowkey (back on 3/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1184 Built: 1976 Tax: $2,021 (2025)Community: Webber Heights SubSingle Family
Taxes:$2,021
Remarks: Under contract-accepting backup offers. Looking for Land?? Rare opportunity to own 1/3 acre West of 75 with NO DEED RESTRICTIONS and a private POOL! Located on a quiet dead end street, this 3-bedroom, 2-bath home offers 1,184 square feet of living space, and is perfectly positioned on a generous .33-acre lot along Lake Tern. Already equipped with a detached workshop/shed adding valuable flexibility for hobbies, storage, or a dedicated workspace. Enjoy the privacy of a large screen enclosed, partially covered patio surrounding the pool with fountain that provides the perfect place to cool off and entertain, while the large yard offers plenty of additional space for pets, gardening, or future improvements. Inside, the home features a comfortable living area, dining space, and functional kitchen ready for your personal updates. The primary bedroom includes an en-suite bath with garden tub and step in shower, with two additional bedrooms and a second full bathroom. The expansive backyard is a rare find, offering endless possibilities for outdoor living, expansion, or storing your toys without HOA limitations. Needs a little elbow grease so bring your tools and toys!
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
2816 MICHIGAN ST, SARASOTA, FL 34237
$399,5004 Days on yellowkey MLS ID: A4689787
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1380 Built: 1956 Tax: $872 (2025)Community: Glen RidgeSingle Family
Taxes:$872
Remarks: SAY HELLO TO A GOOD BUY * This home has been LOVINGLY RENOVATED * NEW Kitchen with NEW Cabinets & Countertops & NEW Appliances * NEW Bathroom with NEW Vanity & NEW Shower * NEW Tile Flooring * NO Carpet * NEW Paint * Metal Roof * Solar Panels so you have a very low electric bill * LARGE Carport & Storage Room * This house is beautiful with a very large Living Room & Dining Room - there's a lot of A/C Living Space * Spacious Front Yard * Paver Park area is located in a great school district * You are minutes to Payne Park and a few blocks to The Legacy Trail * Short bike ride to Downtown and the Bay Front * Short car ride to Selby Botanical Gardens, Siesta Key, St Armand's Circle & Lido Beach * This is an EXCELLENT year round home OR winter getaway * One look & you'll fall in love * Run, don't walk to this INCREDIBLE VALUE *
Listing Agent: Glenn Brown (941-342-6464)
2829 WILFRED REID CIR, SARASOTA, FL 34240
$2,475,00047 Days on yellowkey MLS ID: A4683188
1 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 6573 Built: 1999Monthly Fee: $369 Tax: $15,482 (2025)Community: Laurel Oak EstatesSpa: YesSingle Family
Taxes:$15,482
Elementary School: Tatum Ridge Elementary
Remarks: Under contract-accepting backup offers. PERFECTLY POSITIONED ON 2 LOTS PROVIDING YOU A VERY PRIVATE SETTING ON 1.33 ACRES * QUALITY BUILT BY William McGinnis Custom Homes and BUILT TO LAST with a TIMELESS OLD WORLD DESIGN * This is NOT a cookie cutter home * Ideal for the discerning buyer who will appreciate the SPACIOUS LIVING, QUALITY CRAFTSMANSHIP & ENDURING ELEGANCE * Pride of ownership shows * The MAIN HOUSE features a Formal Living Room and Formal Dining Room, a Library/Den/Office with Custom Built-ins * The Gourmet Kitchen is a Chef’s delight with Graber Wood Cabinets, Granite Counter-tops, Sub-Zero Refrigerator, Viking Gas Stove, Double Ovens, Warming Drawer and Triple Sinks * Your Kitchen is open to the SPACIOUS Family Room with Coffered Ceilings, Wood Beams, Crown Molding and a BEAUTIFUL FIREPLACE * The Primary Suite is a true retreat featuring a Sitting Room, Custom Walk-in Closets, Marble Flooring and a Spa-style Bath * The ONLY UPSTAIRS Living Space is the 2nd En-suite Bedroom with a Walk-in Closet & Balcony * The GUEST CASITA has 2 En-suite Bedrooms with Walk-in Closets & a Full Sauna – perfect for your guest's privacy. All of this wraps your OUTDOOR OASIS showcasing a LARGE, CAGED POOL & SPA PLUS AN OUTDOOR KITCHEN and an ABUNDANCE OF COVERED LANAI * This is the perfect home for entertaining family & friends or for simply relaxing in your slice of paradise * OVERSIZED Gated Motor Court with 4 Garage Bays – one is detached, air conditioned and ideal as a Flex-space * Quiet side street * LARGE Circular Driveway * 6573-/- sqft a/c INCLUDES the Main House & Guest House & the 4th Detached Garage or Flex-space * A special opportunity behind the gates of Laurel Oak Estates, an outstanding Country Club community where nature and elegance abound. Offering 800+ acres of beauty and serenity, it is easy to see why some of the most discerning homeowners call Laurel Oak home. Optional club with outstanding facilities including 2 championship courses, 12 Har-Tru tennis courts, Junior Olympic-sized heated pool, & beautiful clubhouse, golf shop and attended locker rooms. Enjoy reciprocity with the Bird Key Yacht Club (boating, tennis, fitness, dining & social events) and quick easy access to I-75, downtown, UTC Mall, World Famous Siesta Key beach and our other beautiful beaches * One look & you'll fall in love * Golf is optional, but if you want a golf membership, BUY THIS HOME AND GO TO THE FRONT OF THE LINE FOR A GOLF MEMBERSHIP. One look & you'll fall in love *
1168 WESTWAY DR, SARASOTA, FL 34236
$3,250,00086 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)
4576 BLISS RD, SARASOTA, FL 34233
$395,00032 Days on yellowkey MLS ID: A4685762
REDUCED by $15,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Elementary School: Ashton Elementary
Remarks: Welcome to 4576 Bliss Road a beautifully updated home blending classic Sarasota charm with modern comforts. This inviting 3-bedroom, 2-bathroom residence features a smart split floor plan that offers both privacy and an open flow. Step inside to discover brand new plumbing and stunning luxury vinyl plank flooring throughout, providing durability and style. The bathrooms have been thoughtfully remodeled, combining elegance and functionality to create a spa-like retreat. Outside, enjoy the privacy and security of a fully fenced yard, perfect for outdoor living, entertaining, or play. This home is a wonderful opportunity to experience the timeless character of old Sarasota with contemporary updates that meet today's lifestyle needs. Don't miss out on making 4576 Bliss Road your new sanctuary!
Listing Agent: Robert Krasow (941-363-6507)
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