Location: Sarasota
Do Not Show Listings
7916 MAINSAIL LN, SARASOTA, FL 34240
$1,999,990151 Days on yellowkey MLS ID: A4673579
0 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3217 Built: 2022Monthly Fee: $444 Tax: $19,690 (2024)Community: Lakehouse Cove/Waterside Ph 3Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,690
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Not every home is simply built to be lived in; the most exceptional are crafted to be experienced. We invite you to discover this prestigious custom-built Lee Wetherington architectural masterpiece in LakeHouse Cove at Waterside. This home offers a floor plan that celebrates both scale and intimacy, set against the rare privacy of a protected preserve. Crafted with precision and curated with intention, it reflects the sensibilities of owners who value refinement at every turn. Step through the glass entry into soaring twelve-to-fourteen-foot ceilings, framed by expansive niches, custom lighting, and wide crown detailing. Walls of pocketing glass disappear and blend the interior with the outdoors in a way that feels effortless yet striking. Engineered wood floors flow through open living spaces, while an Arhaus Dandelion chandelier anchors the main gathering room with quiet drama. The kitchen is designed as both a showpiece and a place of purpose. Café Platinum appliances, including a five-in-one Advantium oven, and the custom wood hood and mantle elevate the space. A Ruvati forty-five-inch workstation sink takes functionality to a new level with the Dual-Tier collection that converts your sink into a full workspace. Heavy-duty cookware drawers and a walk-in pantry with custom carpentry ensure beauty and function remain in balance. The designer backsplash is an opulent luster that rivals mother-of-pearl, infused with flare straight from the sea and extending from counter to ceiling, complemented by under-cabinet lighting and discreet outlets that preserve clean lines. The primary suite is a retreat defined by thoughtful scale and elegant finishes. Two oversized walk-in closets with mirrored dressing space adjoin a bath featuring dual vanities, a deep soaking tub, and a triple-head shower with dedicated lines for comfort and performance. Two additional ensuite bedrooms, an office framed by solid core double pocket doors, and a versatile bonus room complete the interior. Beyond its beauty, this home is engineered for lasting comfort. PGT Low-E impact glass, whole-house water filtration with salt-free conditioning, a Navien tankless system with rapid hot water, dual HVAC air handlers, climate-controlled storage, and exterior security cameras with NVR reflect a commitment to quality. The outdoor living environment enhances the sense of privacy with its preserve backdrop. The lanai becomes a destination of its own with a summer kitchen featuring an oversized grill, a fire table lounge, and generous dining space that invites gatherings of every scale. The custom pool, complete with waterfall, sun shelf, and programmable lighting, transforms the setting into a resort-inspired centerpiece. Professional landscaping with dramatic uplighting frames the residence, ensuring it shines just as brightly at night. LakeHouse Cove is a lifestyle shaped by thoughtful amenities and natural surroundings. Residents enjoy a resort-style pool, fitness center, and clubhouse, along with kayaking, pickleball, and bocce. Hop on the community water taxi to Waterside Place or head to the boathouse to use the community kayaks. Acres of preserve and miles of shoreline create a natural rhythm, while Waterside’s vibrant lakefront town center offers dining, culture, and convenience within moments of home. This residence is a rare opportunity to own a home where architectural artistry, meticulous craftsmanship, and an extraordinary lifestyle come together in harmony.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Mike Polachek (941-524-0241)
4435 DIAMOND CIR W, SARASOTA, FL 34233
$505,000140 Days on yellowkey MLS ID: A4675074
1 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1842 Built: 1991Monthly Fee: $33 Tax: $3,596 (2025)Community: Emerald GardensSingle Family
Taxes:$3,596
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated Sarasota retreat located in the sought-after Emerald Gardens community, where thoughtful upgrades meet effortless Florida living. This 3-bedroom, 2-bath residence has been meticulously refreshed from top to bottom, offering peace of mind and modern style in every corner. Step inside to discover brand-new wood-look tile flooring throughout the main living areas, fresh interior paint, and smooth ceilings with the popcorn removed, creating a clean, contemporary feel. The Florida room is a true showstopper, featuring new travertine laid in an elegant French pattern—the perfect space for relaxing or entertaining year-round. Major improvements include a brand-new roof and gutters (2025), new HVAC system, new water heater, new insulation throughout the home, and new south windows, ensuring comfort, efficiency, and long-term value. The exterior shines with fresh professional paint, new stone accents on the porch, a new garage door, and a newly installed fence for added privacy. Both bathrooms have been refreshed, including a sleek new shower glass door, while every detail has been carefully considered to deliver a truly move-in-ready experience. Located in Emerald Gardens, just minutes from Sarasota’s renowned beaches, shopping, dining, and everyday conveniences, 4435 Diamond Circle W offers the perfect blend of style, substance, and smart upgrades—simply move in and start enjoying the Florida lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Echo Belser Pa (941-720-4961)
1617 PALMETTO LN, SARASOTA, FL 34236
$2,580,000136 Days on yellowkey MLS ID: A4675351
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2015 Tax: $18,423 (2025)Community: WhitakersSingle Family
Taxes:$18,423
Elementary School: None
High School: None
Middle School: None
Remarks: Set within a canopy-covered bayfront neighborhood rapidly emerging as THE place to live, this exceptional modern residence offers a rare blend of architectural distinction and tranquil coastal living. Surrounded by luxury homes along the bay, the property feels delightfully elevated among the trees, with partial bay views unfolding from the rear of the home. Located just north of Downtown Sarasota, this striking 2015 modern design was masterfully conceived by noted architect Dale Parks, AIA. The home showcases refined contemporary architecture with expansive glass framed in concrete, creating a dramatic yet warm aesthetic throughout. The open floor plan is anchored by a stunning Great Room with fireplace and a floating glass-wrapped dining area, all bathed in natural light. The chef’s kitchen features stone countertops, a glass-cut tile backsplash, distinctive Zebrawood accents, a Bosch coffee center, high-end stainless appliances, and an oversized eat-in center island ideal for both everyday living and entertaining. Seamless indoor-outdoor living continues onto a spacious terrace complete with a summer kitchen and TV mount—perfect for hosting gatherings. Polished concrete floors add a sleek, modern touch throughout the main living spaces. The private primary suite wing offers a peaceful retreat with generous closet space and a spa-inspired bath featuring dual vanities, a soaking tub, and private water closet. Floor-to-ceiling windows and sliding glass doors throughout the home invite abundant natural light and enhance the connection to the surrounding landscape. A separate stairway leads to two guest bedrooms and a loft-style office, providing privacy and flexibility for guests or work-from-home living. At pool level, expansive covered and open lounging areas surround the large pool, creating a true resort-style setting. Additional highlights include an oversized storage room, a two-car garage, lush landscaping, and exceptional outdoor living spaces.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
106 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$1,900,000417 Days on yellowkey MLS ID: A4642792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1999 Built: 1952 Tax: $25,393 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$25,393
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Live just steps from world-famous St. Armands Circle in this beautifully renovated coastal retreat offered at $1,900,000. Perfectly positioned on a rare oversized corner lot, this property presents an exceptional opportunity for both personal enjoyment and investment in one of Sarasota’s most desirable vacation markets. Inside, the light-filled open floor plan showcases custom carpentry, detailed moldings, and refined coastal finishes throughout. The recently remodeled kitchen and baths complement, newer doors, updated HVAC, a new pool pump, and water heater. Designed for relaxed Florida living, the outdoor spaces feature a screened-in pool, private patio, and multiple areas ideal for entertaining or enjoying the island lifestyle. Located just minutes from Lido Beach and vibrant Downtown Sarasota, with easy golf-cart and pedestrian access to world-class shopping, dining, parks, and beach access. With strong vacation rental demand in the area, this home offers outstanding potential as an income-producing property or flexible dual-use coastal residence.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Cathy Palmer (678-524-1104)
4514 TRAILS DR, SARASOTA, FL 34232
$630,000114 Days on yellowkey MLS ID: A4676981
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2148 Built: 1987Monthly Fee: $177 Tax: $3,485 (2025)Community: TimberlakesSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Wake up to shimmering lake views, tranquil mornings, and effortless Sarasota living. Perfectly positioned in The Lakes, this residence offers a rare blend of serenity, convenience, and low-maintenance comfort—ideal for those who value lifestyle as much as location. Vaulted ceilings and expansive windows create a light-filled interior that feels open and welcoming, while the ever-changing lake backdrop brings a calming connection to nature throughout the day. Whether enjoying a quiet coffee on the lakeside deck, hosting sunset gatherings, or unwinding after a long day, this home is designed to elevate everyday living. Life here extends well beyond your front door. Residents of The Lakes enjoy access to two community pools, clubhouse, recreation center with exercise equipment, tennis courts, playground, basketball half-court, and walking paths—creating a true sense of community while keeping maintenance minimal and weekends free. Peace of mind comes standard with a newer roof (2020) and newer A/C system (2024), allowing you to focus on enjoying the Florida lifestyle rather than future projects. Centrally located just minutes from downtown Sarasota, beaches, shopping, dining, and major routes, this home offers effortless access to everything that makes Sarasota so desirable. Come experience lakefront living that feels relaxed, refined, and refreshingly easy—this is a home best discovered and appreciated in person.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,00083 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
Middle School: Brookside Middle
Remarks: Extraordinary Modern Sanctuary on a RARE DOUBLE LOT with Huge Saltwater Infinity-Edge Pool, Breathtaking Resort-Style Backyard Oasis & Brand-New Outdoor Kitchen! Crafted by Majestik Homes—one of Sarasota’s premier luxury builders—this stunning residence delivers innovative design, exceptional craftsmanship, and true resort-caliber living on one of the most desirable double-lot properties available. Boasting 4 bedrooms and 3 bathrooms with soaring 10-foot ceilings, 8-foot doors, and walls of hurricane-rated impact glass, the open-concept layout flows effortlessly from the chef’s kitchen (quartz counters, soft-close cabinetry, Sub-Zero refrigerator, induction cooktop, and premium appliances) into the expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite opens directly to the patio via sliding glass doors and features dual custom walk-in closets plus a spa-like bath. Three additional bedrooms offer high-end custom closets (two separated by a stylish barn door), while both guest baths are impeccably finished with frameless glass showers and elegant tilework. Premium upgrades include a new 16 SEER AC system, epoxy garage floors with built-in cabinetry, Tesla charging station, natural gas with generator hookup, auto drapes, architectural uplighting, and a private well for irrigation. The true showstopper is the jaw-dropping resort-style backyard on this rare double lot. Your own private Florida oasis awaits: a huge saltwater infinity-edge pool with integrated gas-heated hot tub — fully self-cleaning and self-draining for effortless year-round enjoyment. The expansive Shellock paver deck (cool-to-the-touch, slip-resistant, and ultra-durable) seamlessly connects to a spectacular just-installed (April 2026) custom outdoor kitchen by Paradise Professional Grills. Step into resort-style living with premium Paradise Professional stainless steel appliances—including a powerful built-in multi-burner grill, 3 outdoor refrigerators, and large stainless sink with protective cover. Finished with elegant Avellaero Stone Italian-engineered countertops, the expansive island offers ample prep and serving space, stainless drawers and cabinets, bar seating with footrest, and is perfectly positioned under the covered pergola with ceiling fan and large screen mounted TV. Overlooking the sparkling infinity pool and lush backyard, this entertainer’s dream is ideal for year-round Florida entertaining and al fresco dining. The entire oasis is fully enclosed by premium 6’ white vinyl privacy fencing and framed by mature tropical landscaping and palms for complete seclusion. A dedicated kids’ play area and large chicken coop add family-friendly charm. The second lot is the ultimate game-changer. With its own separate entrance off Hyde Park, this rare extra parcel offers endless possibilities: build a second garage, casita, home gym, pickleball court, expanded outdoor living area, RV/boat storage — whatever your vision demands. No HOA restrictions means total freedom to create your dream compound. Smartly scaled for low-maintenance living yet delivering an enormous, resort-caliber backyard with unmatched privacy and versatility. Just 1 minute to Sarasota Memorial Hospital, 5 minutes to downtown Sarasota, 10 minutes to Siesta Key, and minutes from top schools, beaches, shopping, and I-75. This is a rare opportunity to own a modern luxury home on a double lot!
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
388 S SHORE DR, SARASOTA, FL 34234
$18,950,000211 Days on yellowkey MLS ID: A4665863
Bed: 5 Bath: 4.5 Gar: 8 Liv Area Sq Ft: 7428 Built: 2025 Tax: $36,594 (2024)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$36,594
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: World-renowned as Florida’s cultural coast, Sarasota’s heritage of culture and the arts provides a distinguished backdrop for its newest architectural tour de force – Lunara. Set in Sapphire Shores, one of Sarasota’s most historic and culturally rich neighborhoods, the location is quintessentially Sarasota. This prized location, originally chosen by one of the city's foremost visionaries for his own Ca' d'Zan mansion, commands what are widely regarded as the city's best views, with sweeping panoramas of Sarasota Bay, the downtown skyline, and the landmark Ringling Bridge. Steeped in a tradition of the future, Lunara transforms state-of-the-art materials from around the world through the enduring craft of local artisans. Designed by Mark Sultana of DSDG Architects and built by Michael Voigt of Voigt Brothers Construction, the residence reveals itself with dramatic geometry and floating planes. Every angle captures the shimmer of water, every surface plays with light, and every room welcomes you into a life surrounded by beauty. The heart of the home opens with dramatic presence — the 11-foot pivot entry door leads to a soaring double-height living space, where an 11-foot automated glass wall extends to an equally lofty trellised sun deck. Despite its scale, the residence feels warm and personal, thanks to a no-hallway design directive that connects each area with purposeful flow. The impressive entertainment bar, which features floating liquor display shelves and a climate-controlled wine display, stands distinct yet linked to the ultra-high-end kitchen, which includes a retractable pass-through to a concealed prep kitchen. Outside, the al-fresco kitchen and pool deck share the same floor level as the interior, creating a connected indoor-outdoor living experience that amplifies the home’s spacious elegance. Lunara’s pleasures are abundant, anchored by amenities that blend function with imagination. A two-level swimming pool cascades from infinity edge to lap lane, offering a visual spectacle as much as a place for play or exercise. The glass elevator, tallest of its kind in a Sarasota residence, glides between levels with clarity and grace. The 10-car garage is designed to be more than just storage with bay-facing sliding glass doors that invite fresh breezes, natural light and a perfect view to enjoy while caring for your prized collection. The rooftop deck, a stage for Sarasota’s sunsets, invites leisure and entertainment in equal measure, complete with a putting green, fire pit and a flex space adaptable to yoga at dawn or cocktails at dusk. Even the practical touches are elevated – a dedicated “Christmas tree closet”, concealed floor-to-ceiling doors, and a movable wall of privacy glass that transforms the primary bath into either open vista or private retreat. Beyond prestige, the best of Sarasota is always close at hand. Within one mile you’ll find SRQ International Airport and The Ringling Museum. Downtown Sarasota, The Bay park, and Marina Jack are just five miles away, with Sarasota Memorial Hospital, St. Armands Circle and Lido Beach within six miles. IMG Sports Academy and St. Stephens School are within eight miles from your door. It is rare to find a residence that is at once a work of art and a place of retreat, where scale feels human and luxury feels livable. In Lunara, architecture becomes lifestyle, and lifestyle becomes sanctuary. This is a home that does not merely impress, it endures.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
2121 PALM TER, SARASOTA, FL 34231
$630,00058 Days on yellowkey MLS ID: A4684433
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1681 Built: 1950 Tax: $5,120 (2025)Community: Harbor OaksSingle Family
Taxes:$5,120
Remarks: Backyard retreat + income-producing detached studio + steps to Trader Joe’s! Quiet dead-end street near Siesta Key & Downtown Sarasota—privacy meets prime location. Extensively updated and ideally located, this Sarasota home offers the perfect blend of lifestyle and convenience—just minutes to Downtown, Siesta Key Beach, Sarasota Memorial Hospital, and SRQ Airport. The private backyard is a true highlight, featuring lush landscaping, custom hardscaping, a pergola, and a striking mural—fully fenced (2023) for privacy and perfect for entertaining or relaxing outdoors year-round. Inside, the home is move-in ready with fresh paint, custom feature wall, built-in closets, blackout blinds, and hurricane-rated windows and doors for peace of mind and natural light. The kitchen includes a Bosch dishwasher (2025), Samsung range and microwave (2023), plus LG washer/dryer (2023). Additional upgrades include whole-home water filtration with reverse osmosis (2022), air purification (2024), generator with transfer switch (2025), updated plumbing, and maintained HVAC. The upgraded garage features waterproof flooring, built-ins, insulation, and mini-split AC (2025)—ideal for a gym, workshop, or flex space. The detached studio adds exceptional versatility with a private entrance, outdoor space, kitchenette, full bath, washer/dryer, and dedicated AC (2023). The studio has been successfully rented, offering strong income potential or flexibility for guests or a private office. A rare opportunity combining privacy, flexibility, and a highly desirable Sarasota location.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Samantha Markbreit (845-558-4828)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,545,000183 Days on yellowkey MLS ID: A4670359
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 2007Monthly Fee: $568 Tax: $8,620 (2024)Community: Granada ParkSingle Family
Taxes:$8,620
Remarks: Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.
3728 71ST TER E, SARASOTA, FL 34243
$476,00012 Days on yellowkey MLS ID: A4690190
3 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1990Monthly Fee: $55 Tax: $3,652 (2025)Community: The TrailsSpa: NoSingle Family
Taxes:$3,652
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. An absolute gem in THE TRAILS. Beautiful updates and a private heated pool – a winning combination! Stylish interior design and an easy, light-filled floor plan with 10’ ceilings, transom windows for extra light, and sliding glass doors that seamlessly connect indoor and outdoor living. A beautiful front door welcomes you into a thoughtfully designed layout featuring formal living and dining rooms for flexible use, along with a spacious family room open to the kitchen; perfect for everyday living and entertaining. Light and bright kitchen with granite countertops, subway tile backsplash, pantry closet and breakfast bar for casual dining. Ideal split-bedroom plan provides privacy. Primary suite offers direct lanai access, walk-in closet, and a beautifully updated ensuite bath with split vanities, tiled walk-in shower with frameless glass, and a charming built-in window bench. Two additional bedrooms share a tastefully updated guest bath. Interior laundry room adds convenience and the two-car garage features epoxy floor. Step outside to a private oasis; an expansive lanai with covered and open lounging areas, a heated pool, and complete privacy. A small grassy area and dedicated grilling space outside the screen enclosure enhance the outdoor lifestyle. TILE ROOF - 2012. Home warranty through April 2027. Residents enjoy low HOA fees with access to a community pool and tennis courts, all with no CDD fees. Ideally located with a Sarasota address in Manatee County. Near Lockwood Ridge and University Parkway, just minutes from UTC Mall, dining, shopping, Benderson Park, Whole Foods, Fresh Market, and Trader Joe’s, with easy access to I-75 and Sarasota-Bradenton International Airport. Enjoy close proximity to downtown Sarasota, Lakewood Ranch, Bradenton, and world-renowned Gulf beaches including Siesta Key, Lido Key, and Anna Maria Island.
Listing Agent: Judy Nimz (941-374-0196)
7020 SCRUB JAY DR, SARASOTA, FL 34241
$1,250,00085 Days on yellowkey MLS ID: A4681253
REDUCED by $75,000 (5.7%) on 04/27/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3847 Built: 2006Monthly Fee: $192 Tax: $6,486 (2025)Community: Red Hawk Reserve Ph 1Spa: YesSingle Family
Taxes:$6,486
Elementary School: Lakeview Elementary
High School: Riverview High
Remarks: Spectacular estate home offering the perfect blend of privacy, luxury, and serene living in the highly desirable gated community of Red Hawk Reserve. This elegant 3,847-square-foot, five-bedroom residence features a thoughtfully designed and flexible floor plan enhanced by 8-foot doors, crown molding, and refined architectural details throughout. The gourmet kitchen is beautifully appointed with induction cooktop, designer cabinetry, Quartz countertops, a center island, double pantries, and a bright eat-in area overlooking the pool. Formal dining and a spacious family room adjoin the kitchen, creating an ideal setting for entertaining and everyday living. The luxurious primary suite offers a private sitting area, abundant natural light, and generous his-and-hers closets. The spa-inspired primary bath includes dual vanities, a Roman-style walk-in shower, and a dramatic soaking tub. A large media/bonus room provides the perfect space for a home theater or game room. Three additional bedrooms are located upstairs, along with the convenience of a second-floor laundry room. Outdoor living is elevated with a resort-style oasis featuring a soaring two-story screened enclosure, heated pool and spa, and a custom Tiki-style outdoor kitchen, ideal for year-round Florida enjoyment. An oversized three-car garage offers ample room for vehicles and additional storage. Recent upgrades include impact windows and doors, new roof, new hot water heater, Level 2 EV charger, new pool screen, reverse osmosis kitchen system, new pool salt cell, and a whole-house water softener. The gated community features a state-of-the-art kiosk entry system with high-resolution cameras, audio and video monitoring, and licensed virtual guards. This exceptional home is a must-see.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Philip Pisano, Iii (941-468-8603)
445 REID ST, SARASOTA, FL 34242
$1,340,000164 Days on yellowkey MLS ID: A4671563
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 1961 Tax: $10,958 (2024)Community: Ocean Beach RepSpa: NoSingle Family
Taxes:$10,958
Elementary School: Phillippi Shores Elementary
Remarks: Coastal Chic meets Contemporary Classic on Siesta Key. This 3-bed, 2-bath oasis with saltwater pool boasts 1,750 square feet under air, $100,000 in upgrades and $50,000+ in brand new designer furnishings from Crate & Barrel. In 2025, the owners installed new tile flooring throughout the home, all new appliances, new washer & dryer, new doors (except the front door), new water heater and pool pump. New kitchen cabinetry and countertops, new cabinetry in both baths, and new ceiling fans. HVAC is 3 years old. The 30-year dimensional roof is 7. Home has been re-plumbed. Offered turnkey furnished, this distinctive property earns $70K in rental income annually. The open concept living area invites you to unwind, with natural light that glistens through three sets of brand-new impact resistant French doors overlooking your private lanai and pool. The wood burning fireplace & skylight create a space where relaxation & indulgence harmoniously coexist. The fully stocked kitchen provides the perfect ambiance for intimate gatherings & lively entertainment. Step onto the 35’ long screened patio and take a dip in the heated saltwater pool. Rinse off after a day at the beach in the outdoor shower. Lounge on the deck and soak up the sun. Gather around for unforgettable barbecues under the starlit sky. Retreat to the tranquil owners’ suite, your personal sanctuary, with a serene atmosphere, private en-suite bath, and walk in closet. Surrounded by lush foliage, a glass enclosed sunroom is perfect as an office or meditation room. The primary bath features dual sinks and modern fixtures. The additional 2 bedrooms provide versatility for accommodating guests. A laundry room is just off the primary suite, with a separate entrance to the covered carport. Fully fenced for privacy. Xeriscape means never having to mow! Mature landscaping & circular driveway on an oversized corner lot with room for an RV or boat. Renowned for its vibrant coastal lifestyle, this residence is a stone’s throw from the #1 Beach in the US. Situated in a quiet neighborhood on the North end of Siesta Key, the home is one mile from Siesta Village, bustling with restaurants, cafes and shops, as well as Siesta Key’s world-famous Sunset Beach & Pier. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this home offers the perfect blend of serenity & convenience. A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
12725 LATERAL ROOT DR, SARASOTA, FL 34238
$1,030,00019 Days on yellowkey MLS ID: A4689733
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3840 Built: 2022Monthly Fee: $269 Tax: $9,368 (2025)Community: Promenade Estates Ph IiSpa: YesSingle Family
Taxes:$9,368
Remarks: Under contract-accepting backup offers. Welcome to this exceptional, nearly new home in the highly desirable Palmer Ranch community of Sarasota. Built in 2022, this spacious two-story residence offers over 3,800 square feet of beautifully designed living space with 5 bedrooms and 4 bathrooms, perfect for both everyday living and entertaining. Inside, you’ll find a fresh, modern feel with brand new carpet installed throughout, complemented by 8-foot interior doors that enhance the home’s sense of space and elegance, while the open-concept layout provides seamless flow between living, dining, and kitchen areas filled with natural light. Step outside to your private backyard oasis, where west-facing views create the perfect setting for stunning Florida sunsets, best enjoyed through the panoramic lanai screen designed to fully capture the view. The screened lanai features a pebbletec pool and spa and is already plumbed for a future outdoor kitchen, ready for your customization. This home also stands out with its fully paid 15.4 KW solar panel system and Tesla Powerwalls, delivering impressive energy efficiency and helping offset utility costs. Ideally located in Palmer Ranch, you’re just minutes from world-famous beaches, Sarasota Square Mall, and a variety of shopping and dining options, with easy access to I-75 and Honore Avenue making commuting and travel throughout the area effortless. This is Florida living at its finest—modern, efficient, and perfectly positioned.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Richard Tyson (941-999-1179)
1209 WESTWAY DR, SARASOTA, FL 34236
$13,900,000253 Days on yellowkey MLS ID: TB8420202
Bed: 5 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 6862 Built: 1987 Tax: $37,838 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$37,838
Remarks: ONE OF THE LARGEST GULFFRONT ESTATES OFFERING STUNNING GULF VIEWS | LIDO SHORES | SARASOTA | Situated within the prestigious enclave of Lido Shores in Sarasota, this exceptional estate seamlessly marries architectural pedigree with unmatched natural beauty, offering the perfect balance of accessibility—just minutes from the vibrant St. Armands Circle and dynamic downtown Sarasota—all with complete seclusion and privacy. This is far more than a luxury residence; it represents a legacy property conceived by one of Southwest Florida’s most acclaimed architects, destined to endure as one of Lido Key’s most distinguished Gulf-front estates for generations to come. Perched on the coveted Gulf of Mexico, this extraordinary estate represents the pinnacle of coastal luxury, designed by celebrated architect Clifford M. Scholz, founder of CMSA Scholz, Oswald & Shaffer whose vision transforms this super-sized pristine Gulf frontage estate into an architectural symphony of sophistication and modern elegance. This distinguished 6,862-square-foot residence commands stunning panoramic views of the Gulf, standing as one of Sarasota’s most coveted coastal properties where thoughtful scale and precise attention to detail converge in perfect harmony. The property is strategically elevated for optimal protection from storms (no water intrusion from storms). The interior unfolds as a masterclass in refined design, with soaring vaulted ceilings, curated designer lighting, formal living and dining rooms framed by floor-to-ceiling glass with panoramic water views, generous gathering spaces, a sun-drenched breakfast nook, a versatile bonus flex room extends living possibilities just steps from the resort-style pool. At the heart of daily life lies a custom culinary masterpiece, anchored by an elegant La Cornue range and a matching commercial vent hood, a large butler’s kitchen, and a built-in bar for ease of prep and service for bespoke, large gatherings of family, friends or business associates. The gourmet kitchen’s impressive arsenal includes a Sub-Zero refrigerator, Miele dishwasher, Bosch oven, Dacor microwave, and wine refrigeration. The residence’s five bedrooms, six full bathrooms, and two powder rooms provide luxurious accommodations for family and guests, including two distinctive guest suites featuring charming loft spaces. The serene primary suite serves as a private sanctuary, while two dedicated office spaces offer quiet retreats for productivity. The home’s wellness amenities include a traditional sauna and state-of-the-art infrared light therapy room, bringing spa-inspired luxury into daily life. Throughout the residence, sophisticated architectural details, including an elegant custom-crafted staircase and two inviting fireplaces, reinforce the home’s exceptional character and superior craftsmanship. The outdoor living experience unfolds as a private resort oasis, where a stunning pool with cascading waterfall features becomes the centerpiece of the professionally designed landscaping that embraces and enhances the spectacular Gulf-front setting. The property’s distinguished presence is defined by Turkish white shell stone perimeter walls and elegant gates that provide both privacy and architectural gravitas. Generous grounds offer exceptional potential for expansion or additional structures, this remarkable property presents the rare opportunity to create a truly private family compound. (Adjacent parcel at may also be purchased in tandem.)
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Leisa Mohler-Erickson (239-789-7106)
3739 CALEDONIA LN, SARASOTA, FL 34240
$2,999,000826 Days on yellowkey MLS ID: A4596324
REDUCED by $96,000 (3.1%) on 04/27/2026
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3323 Built: 2024Monthly Fee: $467 Tax: $5,150 (2023)Community: Founders ClubSpa: YesSingle Family
Taxes:$5,150
Tax Year: 2023
Remarks: Enjoy life in the private gated community of The Founders Club, encompassing 700 total acres with only 262 home sites. The Cameron, London Bay's last NEW CONSTRUCTION luxury home in TFC, overlooks a stunning view of the community's private Robert Trent jones, Jr. championship golf course. The Founders Club is minutes from University Town Center and many fine dining and shopping choices. Featuring 3,323 sq. ft. of living space, the model showcases London Bay's latest designs. Clean line architectural styling and details highlight an expanded outdoor destination and an open floor plan. The great room and dining area's 10 ft. sliding glass doors floor to an alfresco space, which offers living and dining areas, an outdoor kitchen with remote controlled bug screens, a fire pit, a lavish pool and spa, as well as a terrace surrounded by lush landscape. The master suite offers two walk-in closets and provides an additional private access to the pool terrace via a French door. Adjoining the master bedroom is a luxurious and spacious bathroom with dual vanities and a custom, all glass shower. The Cameron has 4,830 total under roof square feet, including a three-car garage. This home has many upgrades. THE PURCHASE OF A SIGNATURE GOLF MEMBERSHIP IS REQUIRED FOR PURCHASE OF THIS HOME.
Listing is courtesy of: THE FOUNDERS CLUB REALTY LLC (941-378-0900)
Listing Agent: Lisa Van Dien (941-378-0900)
4905 THAMES LN, SARASOTA, FL 34238
$549,90023 Days on yellowkey MLS ID: A4689297
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1996Monthly Fee: $71 Tax: $3,074 (2025)Community: Wellington ChaseSpa: YesSingle Family
Taxes:$3,074
Remarks: Welcome to your slice of Florida paradise, ideally located in the highly sought-after Wellington Chase community in Palmer Ranch. This beautifully maintained three-bedroom, two-bath pool home was the model home when the community was originally developed and has been meticulously cared for by its original owner, showcasing pride of ownership from the moment you arrive. The home offers exceptional curb appeal with lush, mature landscaping, a spacious driveway, and a pristine walkway that sets the tone for what awaits inside. Step into a light-filled, open floor plan featuring a formal dining room, and a warm inviting living room with custom built-ins; all overlooking the sparkling private pool. Designed for both everyday living and entertaining, the kitchen provides ample space along with a casual dining area, while the seamless flow of the home makes hosting effortless. The spacious primary suite serves as a private retreat, complete with an en-suite bathroom, while two additional generously sized bedrooms offer flexibility, with one currently being used as an office. The outdoor oasis is truly a highlight, featuring a screened-in lanai and private swimming pool, perfect for relaxing or entertaining guests year-round in true Florida style. What sets this home apart even further is the incredible garage space. In addition to room for two vehicles, there is a separate area ideal for a home gym, office, playroom, or hobby space, along with additional storage for bikes, beach gear, or seasonal items. The garage also features a dedicated workbench area, perfect for a hobbyist, woodworker, crafter, or anyone who enjoys having a functional workspace at home. Recent updates provide peace of mind, including a 2018 roof, 2021 AC, 2025 water heater, full replumbing, and newly replaced kitchen appliances in May 2025, as well as a washer and dryer replaced in January 2025. Offered turnkey furnished, this home is truly move-in ready; just bring your suitcase and toothbrush. Located just minutes from The Legacy Trail, I-75, top-rated Sarasota County schools, shopping, dining, and the world-renowned Siesta Key Beach, this home offers the perfect balance of privacy, convenience, and lifestyle. Whether you are searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional home is not to be missed.
Listing Agent: Rachelle Golden (941-538-8998)
643 CALLE DEL OTONO, SARASOTA, FL 34242
$895,500343 Days on yellowkey MLS ID: A4653312
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 725 Built: 1961 Tax: $6,876 (2024)Community: Sarasota BeachSingle Family
Taxes:$6,876
Remarks: Best Value Near Siesta Key Beach — Just 100 Yards Away | Motivated Sellers | Now $895,500 This is your opportunity to secure a prime coastal property at a newly reduced price—just steps (100 yards) from the world-renowned white sands of Siesta Key Beach. Whether you’re looking for a personal beach retreat, a high-performing investment, or both, this property delivers exceptional value in one of Florida’s most sought-after locations. With projected short-term rental income between $62,900 and $81,770 annually, this fully renovated 2-bedroom residence offers immediate income potential while still allowing you to enjoy it as your own private getaway. Inside, the home features a bright, open-concept design with upscale coastal finishes throughout. The updated kitchen is equipped with quartz countertops, a large island, and premium stainless-steel appliances—ideal for entertaining or hosting guests. The primary suite provides a relaxing, spa-like experience, while the second bedroom offers a private exterior entrance, creating flexibility for rentals or visiting guests. Step outside to a private tropical setting complete with lush landscaping, a patio for outdoor living, and an outdoor shower—perfect after a day at the beach. With no HOA restrictions, recent renovations, and highly motivated sellers, this is one of the most compelling values currently available this close to Siesta Key Beach. Opportunities like this—price, location, and income potential—are rare. Schedule your private showing today.
Listing is courtesy of: CORAL BAY REALTY LLC (941-465-6278)
Listing Agent: Dennis Perkins (941-465-6278)
4511 DEL SOL BLVD S, SARASOTA, FL 34243
$454,90098 Days on yellowkey MLS ID: A4679694
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1995Monthly Fee: $11 Tax: $3,357 (2025)Community: Longwood RunSpa: NoSingle Family
Taxes:$3,357
Remarks: Located in the desirable Longwood Run – Del Sol Village community, this beautifully maintained 3-bedroom, 2-bath residence offers privacy and peaceful preserve views. Soaring ceilings and abundant natural light enhance the open-concept layout, designed for both comfortable daily living and entertaining. Plantation shutters add character, and the spacious lanai overlooks a lush natural backdrop. Major updates include a new HVAC system (2026) with a 10-year warranty, a newer roof (2018), a whole-house water softener, a triple-filter kitchen water system, and an upgraded 50-gallon water heater. The extra-long garage accommodates larger vehicles. Situated in Flood Zone X with a low HOA, the community is bike-friendly and pet-friendly, and conveniently located near Sarasota’s beaches, upscale shopping, dining, and cultural attractions. Move-in ready and thoughtfully updated, this home offers privacy, comfort, and convenience in a serene setting.
Listing Agent: Louis Wery (941-232-3001)
2107 CHIPPAWA PL, SARASOTA, FL 34234
$485,00029 Days on yellowkey MLS ID: A4688520
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1950 Tax: $5,429 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$5,429
Elementary School: Gocio Elementary
Remarks: Located West of the Trail in the Indian Beach / Sapphire Shores neighborhood of Sarasota, this single-family property offers flexible living with an additional efficiency. The main residence includes 2 bedrooms and 1 bathroom, featuring a newly updated kitchen, along with a separate laundry room for added convenience. Natural light and a functional layout create comfortable everyday living. The spacious backyard offers room for outdoor enjoyment and entertaining. A standout feature of the property is the separate 1 bedroom, 1 bathroom grandfathered-in efficiency with its own private entry and private yard, providing flexibility for rental use. Total living configuration includes 3 bedrooms and 2 bathrooms across both living spaces. No deed restriction. The home is located in an X flood zone where flood insurance is NOT required. No damage, water intrusion, or insurance claims from recent hurricanes. Convenient proximity to downtown Sarasota and the Rosemary District offer access to dining, shopping, and cultural amenities, while Lido Key provides nearby beach access. The property is located in proximity to nearby points of interest including Indian Beach Park along the bay, The Ringling Museum, Sarasota Jungle Gardens, Ringling College, New College, USF Sarasota-Manatee, Asolo Repertory Theatre, and The Bay. Optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnic, and additional social activities. Property is being sold as-is.
Listing is courtesy of: BROOKFIELD REAL ESTATE LLC (941-917-0494)
Listing Agent: Eric Collin (941-350-7775)
1335 40TH ST, SARASOTA, FL 34234
$949,00015 Days on yellowkey MLS ID: A4688091
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 4188 Built: 1930 Tax: $4,473 (2025)Community: Palm GroveSingle Family
Taxes:$4,473
Elementary School: Tuttle Elementary
Remarks: Once-in-a-generation opportunity to own one of Sarasota’s most unique and versatile properties. Set on a lush, private acre within city limits, this rare multi-unit compound blends income potential, lifestyle flexibility, and future development upside in a way that’s nearly impossible to find. At the heart of the property is a charming, retreat-like main residence offering over 2,000 sq ft of living space, surrounded by mature tropical landscaping and anchored by majestic grandfather oaks. Attached is a private mother-in-law suite with its own entrance, while the two additional one-bedroom units provide immediate, reliable rental income. Whether you’re an owner-occupant, investor, or visionary builder, the possibilities here are exceptional: • Live in the main home while generating income from multiple units • Operate as a high-performing Airbnb or long-term rental property • Create a private family compound or wellness retreat • Expand and develop on included buildable lots The property has demonstrated income potential in the $70K–$90K+ range, depending on rental strategy. Beyond the structures, the land itself is a standout feature—offering a vibrant, almost jungle-like setting with a diverse collection of mature fruit trees including multiple varieties of mango, avocado, banana, lychee, loquat, and more. Outdoor living is elevated with a tranquil screened-in patio, multiple decks, outdoor spa-like shower and tub, and two large multi-use outbuildings. The larger structure offers incredible flexibility—ideal for a yoga studio, art space, workshop, or additional storage. Key Highlights: • Multi-unit income property (triplex configuration) • No HOA • All units currently leased with reliable tenants • Two additional buildable lots included in the sale • Ample parking and flexible layout options • Updated interiors with modern kitchens, bathrooms, and tile flooring Located just minutes from Downtown Sarasota, St. Armands Circle, Lido Key, and SRQ Airport, this property combines privacy and convenience in one compelling package. Opportunities like this are rare—this is more than a property, it’s a platform for lifestyle, income, and long-term upside.
Listing Agent: Jeremy Egglefield (941-809-9200)
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