Location: Sarasota
Do Not Show Listings
4079 LAS PALMAS WAY, SARASOTA, FL 34238
$1,749,00064 Days on yellowkey MLS ID: A4683982
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5073 Built: 1988Monthly Fee: $73 Tax: $14,847 (2025)Community: PrestanciaSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,847
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Located in the celebrated gated community of Prestancia, this elegant estate offers refined Florida living on a spacious over-sized private homesite. Featuring approximately 5,073 square feet, the residence includes 4 bedrooms and 4–5 bathrooms, thoughtfully designed for both comfortable daily living and stylish entertaining. Built in 1988, the home showcases timeless architecture with expansive living areas, high ceilings, and abundant natural light throughout. Generous gathering spaces flow seamlessly to outdoor living areas, ideal for enjoying Sarasota’s year-round sunshine. The property sits on an approximately 0.8-acre lot, providing exceptional privacy and mature landscaping rarely found in many communities. The residence includes a spacious three-car garage, large bedrooms with en-suite baths, and flexible living spaces perfect for hosting guests or creating a home office or hobby room. The expansive layout allows for both formal and casual living areas, making it ideal for entertaining. Situated within the highly desirable Palmer Ranch area, the home offers convenient access to Sarasota’s renowned beaches, golf courses, dining, shopping, and cultural attractions. Nearby top-rated schools and established neighborhoods further enhance the appeal of this exceptional property. With its generous square footage, large lot, and prime Sarasota location, this is a rare opportunity to own a distinguished home in one of the region’s most sought-after communities.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Nikki Taylor (941-587-9060)
3171 DICK WILSON DR, SARASOTA, FL 34240
$3,000,00082 Days on yellowkey MLS ID: A4681698
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4382 Built: 1995Monthly Fee: $353 Tax: $9,199 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$9,199
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this stunningly renovated Gem. One of the Crown Jewels of Laurel Oak Country Club where Golf Membership Optional but buying this home brings you to front of line . Lot personally chosen by Laurel Oak Developer as family home. 2 Master Suites and Elegant High end UPGRADES await the new owner . As you walk in you'll see Real Hickory Wood Floors and newly renovated Marble Kitchen featuring Sub Zero, Miele, BlueStar & Thermador Appliances . Updated Marble Master Bath Feature His & Her toilets was totally reimagined. A Formal English Garden was Created which will uplift your Spirits the moment you enter its Green walls & walk on Antique Brick to a Lovely Fountain and pick fruit off your very own Lemon, Fig & Plum Trees. A Creek with 3 waterfalls & Pond will also bring you into a State of Peace while enjoying a restful afternoon on the authentic Clay Paver Patio. This Home is Grand & Spacious. There's a bonus heated/cooled crafting and storage room in garage. Generator & 1000 Gal in ground tank have been installed for Hurricane Peace of Mind . New Gutters featuring Copper across front of home. New Attic insulation. Most doors/windows/sliders replaced for your comfort and safety. Main A/C replaced 2025, other 2 replaced in 22 + 23. New Epoxy Garage floors Whole House Water Filtration with UV sanitizer. UV Halo Ozonator also added for Pool and for main A/C .Safety Fence has been added around Pool. Seller's created a veritable Fruit Orchard by adding Lychee, Grapefruit, Navel Orange, Banana & Mango. New Lg Chandliers, Perrin & Rowe Bridge faucet in Kitchen & other Fixture upgrades. Brick Floors stun in a newly reimagined Sunroom. Fireplace rebuilt with Taj Mahal Marble & Gorgeous Paneled Wall surrounding it. Roof 2019. Views from inside the Home incl the Creek, Formal Garden & Golf Course . 2nd Floor balcony for private sunbathing! Homes unique position gives it incredible privacy. Walkways were designed to meander the almost 1 Acre Paradise . Home on Par 4 Jones Course. Sellers added Landscape Lighting that creates MAGIC at night. This incredible 5 bedroom home also offers extra's like Butler’s Pantry , Shower in laundry Rm which is perfect for cleaning your pets & more! Outdoor kitchen with Grill. Many storage areas/closets . It's a Fortress of comfort & Style. Upgrade list attached
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Aya Sewell (941-223-0354)
4129 VIA PIEDRA CIR #9-103, SARASOTA, FL 34233
$310,00023 Days on yellowkey MLS ID: TB8495039
REDUCED by $5,000 (1.6%) on 04/27/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2005Monthly Fee: $394 Tax: $4,794 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Townhouse
Taxes:$4,794
Remarks: Beautifully maintained NO FLOOD ZONE 2-story townhome located in a quiet, centrally located Sarasota enclave just minutes from Downtown Sarasota and Siesta Key Beach. Enjoy peaceful lake views from the screened-in lanai—perfect for morning coffee or relaxing evenings. This spacious home offers 1,776 sq ft with an open floor plan, high ceilings, decorative trim, and brand-new laminate flooring on the main level. The kitchen features solid wood cabinetry, hard-surface countertops, stainless steel appliances (stove and microwave recently replaced), eat-in space, and a functional layout ideal for everyday living and entertaining. Upstairs offers comfortable bedrooms with walk-in closets and well-appointed bathrooms, including both a walk-in shower and bathtub. Washer and dryer included. Additional highlights include a private 1-car garage, separate parking space, and neutral décor throughout. Low monthly fees cover lawn maintenance, insurance, cable, gated access, and professional management. Pet-friendly community allowing up to two large pets. Conveniently located next to Urfer Park with walking trails and just minutes to I-75, Doctors Hospital, shopping, dining, and beaches. Meticulously maintained and move-in ready. Schedule your private showing today.
Listing is courtesy of: 10 STARS PROPERTY MANAGEMENT LLC (813-810-7099)
Listing Agent: Chant Karajian (727-666-5388)
7916 MAINSAIL LN, SARASOTA, FL 34240
$1,999,990150 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
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
$505,000139 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
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)
3444 EL RADO CT #8418, SARASOTA, FL 34232
$249,99935 Days on yellowkey MLS ID: A4685267
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $1,434 (2025)Community: Village Plaza Sec 4Villa
Taxes:$1,434
Remarks: Welcome to 3444 El Rado Court, where peaceful cul-de-sac living meets the convenience of a prime Sarasota location. Tucked away in one of the area’s most convenient and well-established neighborhoods, this inviting 2-bedroom, 2-bath home offers solid bones and a smart, functional layout — ideal for full-time living or a warm-weather retreat. Located within a desirable 55+ maintenance-free community, residents enjoy access to a clubhouse with a large heated pool, grilling area, sauna, fitness center, shuffleboard, billiards room, and library. The community also hosts a wide variety of activities and social events, from pickleball and cards to water exercise, happy hours, and more. Situated in the heart of Sarasota, this home places you just minutes from award-winning Siesta Key and Lido beaches, downtown Sarasota’s dining, arts, and entertainment, as well as shopping, parks, and everyday conveniences. Whether you’re seeking the perfect year-round residence or a delightful seasonal getaway, this property offers an appealing blend of value, comfort, and location that suits any lifestyle. Don’t miss this well-priced opportunity — it’s one you won’t want to overlook.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Lori Smith (941-275-1955)
1617 PALMETTO LN, SARASOTA, FL 34236
$2,580,000135 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
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
$1,900,000416 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 Agent: Cathy Palmer (678-524-1104)
4514 TRAILS DR, SARASOTA, FL 34232
$630,000113 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
$1,990,00082 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)
3880 WILSHIRE CIR #28, SARASOTA, FL 34238
$375,000180 Days on yellowkey MLS ID: A4670169
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1982 Tax: $4,101 (2024)Community: Lakeshore Village SouthVilla
Taxes:$4,101
Remarks: Under contract-accepting backup offers. Brand New Roof has been installed and the sellers are covering the cost! In addition, the sellers would like to offer a credit that will cover a years worth of HOA fees! What a great value… Florida living in this beautifully updated 2-bedroom, 2-bath villa that feels like a single-family home without the exterior upkeep! Tucked away in Lakeshore Village South, one of Sarasota's most sought-after 55+ pet-friendly MAINTENANCE FREE communities, this residence offers privacy, comfort, and style in an intimate enclave of just 32 villas. Inside, you will find a fully remodeled kitchen with rich wood cabinetry, soft-close drawers, and granite countertops. The same attention to detail continues into the family room, featuring a wood-burning fireplace perfect for entertaining. A formal living and dining area provide additional space to relax or host gatherings. Step through sliding doors onto your extended newly pavered lanai, surrounded by lush, mature landscaping. The setting feels like your own private park quiet, green, and ideal for outdoor living. The spacious primary suite includes a custom walk-in closet, fully renovated bath, and a private office or sitting area with built-in cabinetry. The guest suite offers bright, welcoming comfort and an updated bath to match. This home is move in ready with new vinyl flooring throughout, an air conditioner replacement in 2022, an updated electrical box with an outdoor generator outlet added in 2024 and a tucked-away indoor laundry. Just 20 minutes to Siesta Key Beach, shopping, dining, and medical facilities Schedule your tour of this home today.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Penny Walding (941-962-6692)
9610 CLUB SOUTH CIR ## 4207, SARASOTA, FL 34238
$289,90011 Days on yellowkey MLS ID: A4690465
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995Monthly Fee: $571 Tax: $2,887 (2025)Community: Stoneybrook Clubside South 1Condo
Taxes:$2,887
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Stoneybrook Golf & Country Club is one of the area’s most popular private clubs. Residents of Clubside South can take advantage of their own tennis and pickle ball courts, swimming pool & outdoor kitchen area, along with a carport and storage unit for each condo. Membership in the Country Club is mandatory and provides an exceptional dining experience; full-service cocktail lounge; heated pool & spa, tennis, pickle ball, fitness center, bocce ball, putting greens, driving range, pro shop and the beautifully re-designed 18-hole championship golf course. There’s a full calendar of social activities such as MahJongg, bridge, yoga, line dancing all year round. This 2BR condo is on the second floor, adjacent to the elevator. Nicely updated, it will be sold turnkey-furnished, clean & ready for quick occupancy. Conveniently located just a few miles from the arts, culture and dining in downtown Sarasota, and minutes away from the white sands of world-famous Siesta Key Beach. It’s the perfect spot for vacations, or full-time resort living. A flexible leasing policy also makes it a good investment opportunity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jane Tice (561-676-6544)
6703 MIDNIGHT PASS RD #217, SARASOTA, FL 34242
$325,000136 Days on yellowkey MLS ID: A4675087
REDUCED by $24,000 (6.9%) on 04/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 1974 Tax: $4,017 (2024)Community: Sea WindsCondo
Taxes:$4,017
Remarks: Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most beloved beach destinations. Embrace island living in this charming 1 bed room, 1 bath second floor highly rentable condo located in the desirable Sea Winds community on Siesta Key. This condo offers the ability to be rented every two weeks with HOA approval needed for longer rentals, making this an investors dream. Just a short stroll from access 12 leading to the world-famous sands of Siesta Beach, shopping and wonderful restaurants await. This inviting residence fully furnished and including a brand new Tempur Pedic King size bed, combines a relaxed coastal vibe with everyday comfort and convenience. There is on-site laundry and a sparkling swimming pool. The community is well-maintained with tropical landscaping. Current assessments included new roof, pool resurfacing and parking lot repaving. Major upgrades to the building complete. No hurricane damage was sustained in this second floor unit. The living area offers a bright and airy layout with a large 50 inch TV. The pull out couch accommodates more sleeping space for your guests. The kitchen offers ample counter space and a dining area perfect for entertaining or casual meals. The spacious bedroom provides a peaceful retreat with generous closet space, while the full bath is tastefully finished in a breezy coastal style. Don't miss this Sea Winds gem. Current owner has intermittent rentals booked through early April and is happy to transfer bookings with closing.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Fabre (973-259-8205)
388 S SHORE DR, SARASOTA, FL 34234
$18,950,000210 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
$630,00057 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
$1,545,000182 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
$476,00011 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)
9203 MIDNIGHT PASS RD #2, SARASOTA, FL 34242
$1,695,00063 Days on yellowkey MLS ID: A4683910
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 1632 Built: 2000 Tax: $10,700 (2025)Community: Siesta Bayside SouthSpa: YesTownhouse
Taxes:$10,700
Elementary School: Phillippi Shores Elementary
Remarks: Experience Elevated Waterfront Living on Siesta Key Tucked away on the quiet, coveted south end of Siesta Key, just moments from Turtle Beach, this exceptional waterfront townhome delivers the rare combination of privacy, luxury, and direct boating access to the Gulf via the newly reopened Midnight Pass. Wake each morning to breathtaking sunrises over the Intracoastal Waterway, with panoramic views that stretch endlessly from your own home. Located in the exclusive six-residence enclave of Siesta Bayside South, this property offers a boutique coastal lifestyle few ever experience. Inside, refined updates set the tone—rich oak flooring, expansive impact sliders, and sleek motorized window treatments create a space that feels both sophisticated and effortlessly comfortable. The oversized four-car garage is more than functional—it’s designed for convenience, complete with a mounted pressure cleaning system for your cars, lanai, and more. Designed to maximize its waterfront setting, the home spans three levels—each offering a unique vantage point. The main living area flows seamlessly into an enclosed lanai, expanding your living space and creating the perfect backdrop for entertaining or unwinding by the water. Your private primary suite is a true retreat, featuring its own enclosed lanai overlooking the serene Marine Preserve—ideal for quiet mornings or evening relaxation. In total, the two enclosed lanais add an impressive 356 square feet of versatile living space. For boating enthusiasts, this is where the property truly shines: a private deep-water dock with a 10,000-lb lift (with a new dock currently underway) offers effortless access to open water—no bridges, no delays, just pure freedom. Additional amenities include a waterfront pool, ground-level lanai access for easy outdoor living, and a pet-friendly policy. With flexible 3-month rental minimums, this home is equally suited as a primary residence, seasonal escape, or income-producing investment. Most furnishings are available separately—making your move to paradise even more seamless. Opportunities like this are rare—especially in one of Siesta Key’s most peaceful and picturesque waterfront communities.
7020 SCRUB JAY DR, SARASOTA, FL 34241
$1,250,00084 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
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
$1,340,000163 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
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)
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