Location: Sarasota , 34239
Do Not Show Listings
3711 ALMERIA AVE #3N, SARASOTA, FL 34239
$295,000143 Days on yellowkey MLS ID: A4674172
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 976 Built: 1979 Tax: $2,820 (2024)Community: GranadaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,820
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Nestled in a quiet and highly desirable Sarasota community west of Tamiami Trail, this charming condo offers unbeatable convenience with close proximity to Siesta Key Beach, Southside Village, Publix, dining, and everyday amenities. Featuring 2 bedrooms, each with its own ensuite bathroom, this 976 sq. ft. residence provides an efficient and comfortable layout ideal for both relaxation and entertaining. With an east–west exposure, the home is filled with natural light offering bright mornings and warm, colorful sunsets. Move-in ready and priced to sell, this is the perfect opportunity to enjoy Sarasota living. Bonus: New Roof in August 2025!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Michelle Ward (941-920-2460)
1800 WEBBER ST, SARASOTA, FL 34239
$5,200,00062 Days on yellowkey MLS ID: A4684082
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3262 Built: 2025 Tax: $12,950 (2025)Community: Poinsettia Park 2Single Family
Taxes:$12,950
Tax Year: 2025
Remarks: Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of Southside Village. Enjoy the convenience of a circular driveway with a custom paver design and garage space for three cars. With striking architecture, impeccable craftsmanship, and beautiful, thoughtfully curated finishings—showcasing detailed trim work and refined design throughout—this residence delivers sophistication and all-inclusive resort-style living in one of the area’s most desirable locations. Inside, soaring 18-foot vaulted ceilings and custom tray ceilings enhance the open-concept layout, while 12-foot full pocket sliders seamlessly connect indoor and outdoor living spaces. The living room is anchored by a sleek fireplace, creating a warm yet modern focal point. The chef’s kitchen is equipped with professional-grade gas appliances, a waterfall-edge quartz island, custom cabinetry, and an expansive butler’s pantry for effortless entertaining. A glass-enclosed wine display and tray ceiling details add dramatic appeal. The primary suite features 14-foot ceilings and a spa-inspired bath with a freestanding soaking tub, dual vanities, and a luxurious walk-in shower. All bedrooms include custom California Closets. A designated large office, spacious laundry room, and private gym complete the interior amenities. The home also has a full security system installed. Outdoors, the resort-style backyard showcases a heated saltwater pool and hot tub spa with elegant water features. The back patio, finished with a Brazilian hardwood ceiling, is enhanced with remote-controlled mosquito blinds for year-round comfort, as well as a full sound system that can be app controlled. A fully equipped outdoor kitchen, fire pit, and outdoor SunBrite TV create the ultimate entertaining space, while a private putt-putt golf course adds a one-of-a-kind touch to this exceptional property. Please let us know how we can help and give us a call to set up a tour of this beautiful home. Thank you.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1406 TANGIER WAY, SARASOTA, FL 34239
$6,500,000112 Days on yellowkey MLS ID: A4677512
0 Days Off yellowkey (back on 1/22/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3294 Built: 2024 Tax: $42,511 (2025)Community: San Remo EstatesSingle Family
Taxes:$42,511
Remarks: Under contract-accepting backup offers. Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota Bay. Every detail has been meticulously curated, from the custom Doca cabinetry, hand-crafted and imported from Spain, to the high-grade Portuguese porcelain countertops that extend from the kitchen to the ceiling, creating a striking visual statement. The gourmet kitchen is equipped with state-of-the-art Fulgor Milano appliances, an oversized island, and bespoke finishes, setting the stage for an elevated culinary experience. Walls of strategically placed windows flood the interiors with natural light, enhancing the contemporary loft-inspired aesthetic while showcasing the property’s unrivaled water views. The second-floor master suite is a sanctuary of refined elegance, featuring a private office, floor-to-ceiling water views, and a spa-inspired en-suite bath adorned with intricate, high-end tilework, exuding a sense of tranquility and indulgence. Ascend to the rooftop terrace, where artificial turf, a wet bar, and panoramic views create an unforgettable setting for sunset soirees and intimate gatherings under the stars. The outdoor living space is nothing short of an oasis, boasting leather-marble walkways, a champagne spa, a gas fireplace, and a fully equipped outdoor kitchen, designed for seamless alfresco entertaining. An automated mosquito misting system ensures year-round comfort, while Control4 smart home technology integrates lighting, climate, security, and entertainment at the touch of a button, delivering an effortlessly luxurious lifestyle. Boaters will revel in the two newly constructed boat lifts and direct access to Sarasota Bay, making this home an extraordinary retreat for waterfront living at its finest. Built with strength, timeless beauty, and the highest level of craftsmanship, this extraordinary waterfront residence is truly a rare find—a once-in-a-lifetime opportunity to own an unparalleled slice of Sarasota’s coastal paradise. Schedule your private showing today—this exclusive sanctuary could be yours.
3745 ALMERIA AVE #6S, SARASOTA, FL 34239
$285,000289 Days on yellowkey MLS ID: A4658904
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 976 Built: 1979 Tax: $2,999 (2024)Community: AlmeriaCondo
Taxes:$2,999
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to your peaceful retreat in the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condo is perfectly situated on the second floor, offering enhanced privacy, with serene views and filtered natural light throughout this West-facing unit. Enter through a spacious, oversized screened front porch—ideal for enjoying your morning coffee or relaxing with a glass of wine as the sun sets. Inside, you'll find a bright and airy split-bedroom floor plan featuring new luxury vinyl flooring, fresh paint, and updated stainless steel appliances in a move-in ready space just waiting for your personal touch. The large open concept living and dining area provides a comfortable layout for entertaining, while the inside utility closet adds everyday convenience. Surrounded by mature oak trees and nestled on a tree-lined residential street, this condo offers a peaceful, park-like setting in a highly desirable neighborhood. Located just minutes from the world-famous Siesta Key beaches, Southside Village, shopping, dining, and vibrant downtown Sarasota, you’ll love the blend of quiet comfort and close-to-everything convenience. Don’t miss this opportunity to own your slice of Sarasota paradise in this prime Sarasota location—schedule your showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
3174 JENNINGS DR, SARASOTA, FL 34239
$899,000107 Days on yellowkey MLS ID: A4677727
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2403 Built: 1969 Tax: $6,275 (2025)Community: South GateApartment
Taxes:$6,275
Remarks: Welcome to this stunning, turnkey villa-style duplex, beautifully furnished and thoughtfully decorated throughout. Perfectly situated on an oversized corner lot in the desirable Southgate neighborhood, this exceptional property is just 6 miles from world-famous Siesta Key Beach and there was no water intrusion from the 2024 hurricanes! Each side of the duplex offers two spacious bedrooms, two modern bathrooms, and a versatile den currently furnished as a third bedroom. The home has been tastefully updated with brand-new appliances, quartz countertops, luxury vinyl flooring, and high-end furnishings, making it truly move-in ready. Both units feature private front and rear courtyard spaces, ideal for outdoor relaxation or entertaining. Each side also includes a generous laundry room located inside its own one-car garage. The garages are currently set up as game rooms, but can easily be converted back to traditional garages as the seller is the owner/operator of Statewide Garage Doors. Currently operating as a vacation rental, showings must be coordinated around guest occupancy. Please contact the listing agent to confirm availability for showings. While the property is being sold fully furnished and turnkey, the owner may retain a few select items of sentimental value. This is a rare opportunity to own a multi-generational residence or an income-producing investment. Live in one unit and rent the other, or maximize rental potential on both sides—this versatile property offers endless possibilities. Don’t miss out on this exceptional opportunity!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Renee Miller (941-724-0688)
2135 DATURA ST, SARASOTA, FL 34239
$1,800,00047 Days on yellowkey MLS ID: A4685791
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Remarks: This beautifully crafted custom home blends modern farmhouse design with thoughtful details and quality finishes throughout. Offering 3 bedrooms, 2.5 baths, and an open floor plan, the home is designed for comfortable living and effortless entertaining. From the moment you arrive, the exterior showcases distinctive character with a cypress wood garage door, cypress porch accents, and a striking glass entryway. Inside, the two-story layout is filled with natural light, European oak flooring, and recessed lighting throughout, creating a warm and inviting atmosphere. The main living space features a dramatic 12-foot vaulted ceiling highlighted by a decorative cypress beam and an electric fireplace, making the great room a welcoming focal point of the home. The open-concept design flows seamlessly into the chef’s kitchen, which is both stylish and functional. It features a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom wood cabinetry with soft-close drawers, and a large waterfall-edge island. Floating cypress wood shelves, brass light fixtures, and a spacious walk-in pantry add both character and practicality. The primary suite provides a relaxing retreat with a spacious bedroom, walk-in closet with custom shelving, and a thoughtfully designed bathroom featuring dual showers, double vanities, and cypress shelving. Additional highlights include beautiful wood stairs with a wrought iron railing leading to a second-story bonus room, along with a large laundry and mudroom combination offering abundant storage and counter space. Outside, the spacious backyard offers ample room for a future pool and is enclosed by a six-foot cypress shadowbox fence, creating a private setting ideal for pets, gatherings, and outdoor enjoyment. Ideally located east of the Trail in Sarasota, the home is just a few blocks from Sarasota Memorial Hospital, Southside Village, and Southside Elementary School. Downtown Sarasota’s vibrant dining, arts, and cultural scene — along with the area’s world-renowned Gulf beaches — are only a short drive away.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
2551 HIBISCUS ST, SARASOTA, FL 34239
$799,00083 Days on yellowkey MLS ID: A4681532
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1988 Built: 1957Monthly Fee: $17 Tax: $2,183 (2025)Community: South GateSingle Family
Taxes:$2,183
Remarks: One or more photo(s) has been virtually staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
2612 MULBERRY TER, SARASOTA, FL 34239
$800,00062 Days on yellowkey MLS ID: A4680963
0 Days Off yellowkey (back on 2/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1949 Tax: $6,116 (2025)Community: Bay View Heights AddSingle Family
Taxes:$6,116
Remarks: Welcome to one of Sarasota’s most coveted West of Trail addresses, a location that is truly the heart of everything this city is known and loved for. Nestled just north of Cherokee Park and steps from the Bay, this beautifully updated Florida-style bungalow places you within one of the most established and upscale pockets of Southside Village. This area is known for its walkability, mature tree-lined streets, and a rare blend of history, charm, and coastal convenience. Living here means you are only moments from cherished Sarasota landmarks. Southside Village is right around the corner with Morton’s Gourmet Market, boutique shops, local cafés, and some of the city’s favorite restaurants. McClellan Park, one of Sarasota’s original historic neighborhoods, sits just minutes away and adds to the character and prestige of the surrounding streets. The Bayfront is within easy reach for sunset walks, morning jogs, or peaceful waterfront breaks during the day. This prime address also places you within a short drive of Siesta Key Beach, known for its powdery quartz sand, turquoise water, and consistently top-ranked status among America’s best beaches. Downtown Sarasota is less than ten minutes away, offering world-class dining, art galleries, the opera, theaters, festivals, and the vibrant marina. St. Armands Circle and Lido Beach are also close, perfect for weekend exploring, shopping, or coastal dining nights. Families will appreciate being zoned for the Southside Elementary district, along with proximity to Sarasota Memorial Hospital, local parks, art centers, marinas, and every convenience needed for easy everyday living. Surrounded by prestigious multi-million-dollar homes and some of the most sought-after real estate in Sarasota, this location offers unmatched appeal and long-term value. Inside, the home blends Old World charm with modern comfort. An open, light-filled floor plan features high ceilings, thoughtful updates, and sliding hurricane-rated doors that open to the lush lanai and tropical gardens. Natural light pours through multiple windows, highlighting updated flooring, Italian built-in closets, and contemporary finishes. The surrounding landscaping creates a private retreat ideal for quiet mornings, relaxing afternoons, and cozy evenings outdoors. If you have been searching for a home that pairs character and comfort with an unbeatable West of Trail location, this charming bungalow is one you simply must see.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kaisen Mitchell (941-726-7657)
1959 HIBISCUS ST, SARASOTA, FL 34239
$2,395,000206 Days on yellowkey MLS ID: A4667271
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2720 Built: 2019 Tax: $22,649 (2025)Community: Desota ParkSingle Family
Taxes:$22,649
Remarks: PRICE IMPROVEMENT! An exceptional one-story Allegra home in Sarasota’s coveted West of Trail Flower Streets, perfectly positioned within the Southside School district and just steps from the charming Southside Village restaurants, shops, and Morton’s Gourmet Market. This impeccably designed 3-bedroom + office + bonus room, 2.5-bathroom home epitomizes modern coastal living and showcases the esteemed Kristi Ann single story floor plan, offering a seamless blend of sophisticated design and everyday functionality, making it an ideal primary or seasonal residence. Double doors open to the soaring 18-foot ceiling and wall of expansive 10-foot pocketing sliders which draw you towards the resort-like outdoor retreat, perfect for relaxing or entertaining. The living room features a dramatic floating tray ceiling with Halo-LED lighting and a focal wall complete with a remote-controlled electric fireplace. The chef's kitchen is functional and stylish, equipped with stainless steel appliances, a 5-burner gas range, Quartz island and countertops, and a generous walk-in pantry. The dining area, both intimate and elegant, includes a built-in Quartz-topped buffet, creating a serene space for family meals or hosting guests. The primary suite offers a tranquil escape, with vaulted ceiling accented by charming wood beams. The spacious custom walk-in closet ensures ample storage, while the spa-like en-suite bathroom, featuring glass-enclosed shower and designer tile, is the perfect respite after a long day. Two additional large guest bedrooms, along with a well-appointed guest bathroom and powder room, offer comfort and privacy for family or visitors. This award-winning floorplan also boasts a dedicated office, versatile bonus room, laundry room, and a 2-car AC'd garage with added storage. Step outside and discover an expansive lanai with a resort-style heated pool, spa, and impressive summer kitchen, all surrounded by lush landscaping and illuminated by custom lighting. The disappearing corner sliders seamlessly blend indoor and outdoor spaces, offering the quintessential Sarasota lifestyle. This home is packed with custom features, including designer lighting and built-ins, PGT impact windows, solid-core interior doors, and spray foam insulation for optimal energy efficiency. Recent upgrades include remote-controlled Kevlar shades for additional hurricane protection/storage for outside furnishings/sunshade, new AC unit with UV lights, 2023 mini split AC unit in the garage, and a whole-home in-duct air purifier. Ideally positioned near Southside School, Southside Village, Sarasota Memorial Hospital, Downtown Sarasota, and Siesta Key Beach, it delivers the ultimate blend of location, luxury, and lifestyle. Built to the latest hurricane codes and outside the flood zone, the home provides peace of mind along with timeless design. Every detail has been thoughtfully curated, creating an exceptional opportunity for discerning buyers to experience the best of Sarasota living in a true single-story gem.
Listing Agent: Lenore Treiman (941-356-9642)
1857 TULIP DR, SARASOTA, FL 34239
$2,650,00035 Days on yellowkey MLS ID: A4687590
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1878 Built: 1952 Tax: $11,355 (2025)Community: Hartland Park ResubSingle Family
Taxes:$11,355
Remarks: Modern coastal living in a prime West of the Trail location. This extensively renovated 3-bedroom, 2-bath residence offers nearly 1,900 square feet of bright, open living space with clean finishes and seamless indoor-outdoor flow. Renovations include updated systems, impact windows and doors, and a complete kitchen and bath redesign. The private pool with spa and swim shelf, along with upgraded exterior features, creates a relaxed and functional outdoor setting designed for low-maintenance living. Positioned in one of Sarasota’s most desirable neighborhoods, where new construction and continued demand continue to push values forward, this property captures both lifestyle and long-term potential. No HOA or rental restrictions provide flexibility for full-time use, seasonal enjoyment, or income potential. Currently operating as a successful luxury short-term rental. A standout opportunity in a location that continues to set the pace for Sarasota living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ralf Michael Guensch (941-350-3450)
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000330 Days on yellowkey MLS ID: A4653958
Bed: 6 Bath: 8.0 Liv Area Sq Ft: 11588 Built: 2006Community: Harbor AcresSingle Family
Taxes:
Tax Year:
Remarks: Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1423 HILLVIEW DR, SARASOTA, FL 34239
$13,900,00041 Days on yellowkey MLS ID: A4686188
Remarks: Welcome to a home that lives like a resort in Sarasota’s premier neighborhood, Harbor Acres. With 134 feet of water, this nearly 12,000-square-foot estate is crafted for laid-back luxury and everyday ease, designed for entertaining against breathtaking views of Sarasota Bay, the Ringling Causeway, and the downtown skyline. A paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere, and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork, and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space, and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer, and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen, with its own cooktop, refrigerator, microwave, and desk area, makes entertaining effortless. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and additional seating. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator, and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit, and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to the outdoor amenities, and a private dock completes the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar, and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity, and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry, and terrace. Guests enjoy four additional suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres residence delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village, and Gulf beaches. The adjacent vacant lot at 1435 Hillview is currently offered separately, with the opportunity to purchase both together. Bank signoff on the sale of this property may be required. The gate and driveway would need to be reconfigured.
1704 WISCONSIN LN, SARASOTA, FL 34239
$625,00066 Days on yellowkey MLS ID: A4683524
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1959Community: BayviewSingle Family
Remarks: Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores. This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll find a warm and welcoming layout, while outside, a spacious screened lanai provides the perfect spot to relax and unwind. There’s also ample outdoor space designed for easy Florida living. Located on Wisconsin Lane just off the north Siesta Key Bridge, this property offers convenient access to the shops and restaurants of Southside Village, placing dining, entertainment, and everyday essentials within easy reach. Whether you’re searching for a serene winter retreat, a smart investment opportunity, or a comfortable in-law residence in a safe and highly desirable neighborhood, this prime location checks all the boxes. After a long day at the beach, come home to your private haven and relax in style.The low-maintenance landscape design features elegant stone and shell accents, complemented by irrigation and ambient landscape lighting throughout the property. Don’t miss your opportunity to own this exceptional cottage—schedule your private showing today!
Listing is courtesy of: MCCONNELL AND ASSOCIATES (941-539-1916)
Listing Agent: Oliver Mcconnell (941-539-1916)
3372 WEBBER ST, SARASOTA, FL 34239
$399,00062 Days on yellowkey MLS ID: W7883327
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1869 Built: 1961Community: South Gate ManorSingle Family
Remarks: Welcome to this spacious 4-bedroom, 2-bath home with a large bonus room / second living area, perfectly designed for families who need room to grow — or multigenerational living. This almost 1900 square footage beauty offers a flexible layout with separate living spaces, making it easy to create an in-law setup, teen retreat, playroom, or home office wing. Inside, you’ll find beautiful plaster ceiling work, high-end Italian cabinetry, with thoughtful updates, preserving charming retro details like the original pink subway tile bathroom and preserved mosaic tile in a few featured room— a rare blend of character and comfort. Step outside to enjoy a large porch and private-feeling yard shaded by mature trees, ideal for gatherings, playtime, or quiet evenings at home. This home is built to weather storms with an updated metal roof, built with concrete block and a beautiful brick front and seating area. There is a garage, laundry and a massive amount of parking. AC was recently updated. Centrally located yet surprisingly peaceful, this home is minutes to downtown and beaches and sits in a high-and-dry area, flood-zone X, for added peace of mind. If you’ve been searching for space, flexibility, major upgrades already complete, and timeless charm in one place — this is it.
Listing is courtesy of: SIMPLE FEE LISTINGS LLC (734-674-6608)
Listing Agent: Randall Wolber, Jr (734-674-6608)
1610 S ORANGE AVE, SARASOTA, FL 34239
$1,625,00036 Days on yellowkey MLS ID: A4687305
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2193 Built: 1969Community: Harbor AcresSingle Family
Remarks: Charming Harbor Acres 3 bedroom, 2 bath home on a beautifully landscaped lot offering privacy and convenience in one of Sarasota's most desirable West of Trail neighborhoods. A circular driveway framed by mature palms and lush Florida foliage leads to a light-filled interior with plantation shutters, crown molding, and a mix of tile and hardwood floors. The open floor plan flows seamlessly between living, dining, and kitchen areas ideal for daily living and casual entertaining. Enjoy a fully screened lanai that encircles the heated pool and spa, set on natural stone pavers. Surrounded by lush tropical landscaping, the backyard offers a serene, private retreat.
Listing Agent: Barbara May (404-822-9264)
2327 HILLVIEW ST, SARASOTA, FL 34239
$2,100,000406 Days on yellowkey MLS ID: A4644963
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3500 Built: 2024Community: Battle & TurnerSingle Family
Remarks: Luxury Living Near Siesta Key and Downtown Sarasota! Experience the ultimate in luxury and comfort in this stunning 6-bedroom, 6.5 -bathroom coastal retreat. Designed for relaxation and effortless living, this home features a private heated pool, spacious outdoor living areas, and elegant interiors—perfect for those seeking a serene yet sophisticated lifestyle. Step into your own slice of paradise, where the heated pool invites you for a refreshing dip, and the expansive outdoor dining area and second-level balcony provide the perfect spaces to unwind. Whether you’re enjoying a morning coffee in the Florida sunshine or an evening cocktail poolside, this home offers an unparalleled outdoor experience. Inside, the open-concept layout creates a seamless flow between the living, dining, and kitchen areas. The chef’s kitchen is equipped with high-end appliances, ample counter space, and designer finishes, making it both beautiful and functional. With multiple spacious bedrooms, including four king suites and well-appointed bathrooms, comfort and privacy are at the forefront of this home’s design. Just a short drive from world-famous Siesta Key Beach, this home provides easy access to soft white sands, turquoise waters, and the vibrant Siesta Key Village. Enjoy boutique shopping, fine dining, and entertainment, all just minutes away. Don’t miss the opportunity to own this luxurious retreat—schedule your private tour today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
2360 LOMA LINDA ST, SARASOTA, FL 34239
$1,999,00038 Days on yellowkey MLS ID: A4687174
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3277 Built: 2027Community: Loma Linda ParkSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. Welcome to 2360 Loma Linda Street, a professionally designed new construction home in one of Sarasota’s most desirable locations. Spanning nearly 3,300 square feet with 4 bedrooms, 4 full bathrooms, and 2 half baths, the home combines clean architectural design with a layout that lives well, opening seamlessly to a private pool and outdoor space. Located just minutes from Downtown Sarasota, along with the area’s dining, shopping, and beaches, the setting offers both convenience and a strong sense of place. With construction in its early stages, buyers have the ability to be involved in selecting finishes and tailoring certain elements, creating a more personalized final product. At just over $600 per square foot, the pricing reflects strong value for new construction of this size and quality, especially from a builder known for delivering well-executed homes in this market. Inside, the entry foyer opens into a spacious great room that connects naturally to the kitchen and dining areas, all overlooking an oversized lanai and pool deck, creating an easy indoor-outdoor flow. The main level also includes a large walk-in pantry, laundry room, and powder bath, along with a first-floor primary suite featuring dual walk-in closets, double vanities with a makeup station, and a generously sized walk-in shower. Upstairs, there are three additional bedroom suites, each with walk-in closets and private en suite bathrooms, along with an additional powder room. A large bonus room completes the second level, offering flexible space for a media room, game room, or additional living area. Beyond its design, the home is being built with a focus on long-term durability, including placement outside of a flood zone, impact-rated windows and doors, and a metal roof designed for longevity, features that are becoming increasingly important for buyers in coastal markets. Overall, it’s a combination of design, location, and build quality that continues to stand out in today’s market. Reach out to learn more about the possibilities this beautiful Perkins & Powers Builders home has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
2323 OKOBEE DR, SARASOTA, FL 34239
$3,595,00038 Days on yellowkey MLS ID: A4687269
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3497 Built: 2026Community: Mcclellan ParkSingle Family
Remarks: Brand New West Indies inspired design located West of the Trail in McClellan Park. This stunning four-bedroom, four-and-a-half-bath residence offers exceptional design, thoughtful functionality, and spans close to 3500 square feet under air, complete with a den, bonus room, private elevator, and three-car garage. The primary suite is on the main floor along with the office and the other 3 bedroom suites and bonus room are upstairs. From the moment you arrive, the quality and attention to detail are unmistakable. Inside, the home features wide-plank French Oak flooring throughout both levels, solid-core doors, vaulted ceilings, and an abundance of custom built-ins. The chef’s kitchen is exceptionally appointed with matte finished custom cabinetry, professional-grade appliances, including a 48-inch GE Monogram dual-fuel range with six burners and griddle, Bosch dishwasher, wine refrigeration, and a large center island topped with quartzite, ideal for cooking, entertaining, and gathering. Outdoor living is equally impressive, featuring a saltwater pool and spa, outdoor kitchen, fire features, and a picture-window pool cage designed to maximize views while maintaining privacy. Lush, professionally designed landscaping surrounds the home, enhanced by low-voltage architectural uplighting in both the front and rear yards. Additional premium features include a locally sourced custom iron and glass front door, high-end bathroom finishes throughout, and a comprehensive AV and smart-home package with interior and exterior cameras, built-in speakers with SONOS technology, and multiple Frame TVs. This home also incorporates numerous energy-efficient and green features, including high-impact windows and doors, Icynene open-cell spray foam insulation, insulated garage doors, natural gas service, irrigation with well, and it comes Generator ready. The location is truly exceptional—West of the Trail, just minutes to the barrier islands and downtown Sarasota without the congestion, and only blocks from Southside Village, Sarasota Memorial Hospital, and top-rated Southside Elementary and Sarasota High School. This is a rare opportunity to own a brand-new, move-in-ready luxury home in one of Sarasota’s most desirable neighborhoods. If you like a home loaded with extras this home checks every box.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
3319 S OSPREY AVE, SARASOTA, FL 34239
$1,995,00038 Days on yellowkey MLS ID: A4687005
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3554 Built: 2023Community: Poinsettia Park 2Single Family
Remarks: A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship, elevated design, and seamless indoor-outdoor living—perfectly tailored for those who appreciate both sophistication and comfort. From the moment you arrive, the home’s striking curb appeal, lush tropical landscaping, and expansive paver driveway set the tone for what awaits inside. Step through the front entry into a light-filled, open-concept floor plan where wide-plank luxury flooring, soaring ceilings, and a soft, coastal-modern palette create an airy and refined ambiance. The heart of the home is a show-stopping chef’s kitchen, thoughtfully designed with an oversized waterfall island, sleek custom cabinetry, quartz countertops, and a premium Fulgor Milano stainless steel appliance package, all illuminated by elegant designer lighting—creating the perfect space for both everyday living and elevated entertaining. The spacious living area flows effortlessly to the outdoor oasis through expansive glass doors, blending indoor and outdoor living with ease. Upstairs and throughout the home, generously sized bedrooms each feature private ensuite bathrooms and custom California Closets, offering both comfort and privacy for family and guests alike. The primary suite is a true retreat, boasting a spa-inspired bathroom with dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a beautifully designed custom closet system. A versatile main-floor den provides the flexibility for a private office, formal dining space, or additional lounge, while the upstairs bonus loft with wet bar and wine refrigerator creates the perfect setting for entertaining, media nights, or hosting guests. Step outside to your private resort-style backyard, where a newly completed custom pool and spa (2024) takes center stage. Surrounded by lush tropical landscaping and expansive patio space, this outdoor retreat offers the perfect backdrop for relaxing in the sun, entertaining under the stars, or enjoying Sarasota’s year-round coastal climate. A covered lanai and second-story balcony further enhance the home’s outdoor living experience, providing multiple spaces to unwind and take in the serene surroundings. Additional highlights include a 2-car garage, dedicated laundry room, high-end finishes throughout, and meticulous attention to detail at every turn, making this home truly turnkey and move-in ready. Ideally located just minutes from Siesta Key’s world-renowned beaches, vibrant Downtown Sarasota, Sarasota Memorial Hospital, premier dining, shopping, and top-rated schools, this residence offers not just a home—but a lifestyle defined by luxury, convenience, and the very best of coastal Florida living.
Listing Agent: Adnan Dedic (941-726-2917)
2363 MILFORD CIR, SARASOTA, FL 34239
$510,000331 Days on yellowkey MLS ID: A4654562
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1402 Built: 1960Community: Pittman-Campo SubSingle Family
Remarks: Step inside this lovingly updated Sarasota gem and experience the harmonious blend of classic Florida living and crisp, contemporary design. Nestled on a lush, professionally landscaped corner lot in a highly sought-after, no-HOA neighborhood, this 3 bedroom, 2.5 bathroom home delivers the open, sun-splashed lifestyle everyone is searching for. As you walk in, you will discover a true entertainer’s dream. The open-concept layout revolves around a beautifully designed chef’s kitchen outfitted with quartz countertops, a deep farmhouse sink, upgraded stainless steel appliances, and a striking stone-and-metal backsplash that sets the tone for unforgettable gatherings. The living and dining areas are flooded with natural light thanks to the home’s southern exposure and a series of sliding glass doors that line the walls, creating an effortless transition to the screened lanai and bringing the outdoors in. Bamboo flooring adds warmth and style throughout, complementing the fresh, coastal feel. The spacious primary suite is a private sanctuary featuring custom, hand-crafted solid-wood closet doors and a wide sliding glass door that opens directly to the lanai—a picturesque spot for enjoying a quiet morning coffee or a warm evening breeze. The second bedroom continues the theme of artisan touches with more custom closet doors, while the third bedroom, with its own separate exterior entrance and en-suite half bath, offers flexibility as a guest suite, home office, fitness studio, or creative space. The screened lanai is a true extension of the living area, featuring a beautifully crafted wood-accented ceiling that adds charm and character. This fully fenced outdoor space is ideal for relaxing, dining, or entertaining year-round. Encircling the home, vibrant tropical landscaping boosts curb appeal and creates a serene, secluded atmosphere—perfect for hosting casual neighborhood barbecues, unwinding with a good book in a hammock, or letting pets play freely. Located just a half mile from Arlington Park, this home serves as the prime gateway to a vibrant, active lifestyle with a wide array of local amenities right at your fingertips. From swimming laps at the aquatic center and working out at the gym to enjoying outdoor fitness stations, shooting hoops, playing tennis, or meandering along scenic walking trails, there’s no shortage of ways to stay engaged and connected. Even your four-legged friends will love the two nearby dog parks. Beyond the neighborhood, you’re only minutes from Sarasota’s world-famous beaches, its lively downtown arts and dining scene, and highly rated schools—all within one of the city’s most desirable and minimally restricted neighborhoods, and no HOA fees. Move-in ready and full of upgrades, NEW AC AND FENCE IN 2022. HOME WAS FULLY RE-PIPED IN 2023, GUTTER GUARDS AND FULL IRRIGATION SYSTEM. Don’t miss your chance, schedule your showing today and experience the lifestyle you've been dreaming of!
Listing Agent: Joey Lamielle (941-350-0016)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.