Location: Sarasota
Do Not Show Listings
201 S SHADE AVE, SARASOTA, FL 34237
$1,649,00083 Days on yellowkey MLS ID: TB8484159
REDUCED by $50,000 (2.9%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 2024 Tax: $14,319 (2025)Community: Terrace GardensSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,319
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 4 Bedroom, 3 Bath home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Christine Mastrilli (813-205-6195)
6515 BIG BAYOU DR, SARASOTA, FL 34241
$548,00089 Days on yellowkey MLS ID: A4685060
REDUCED by $10,499 (1.9%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1775 Built: 2024Monthly Fee: $312 Tax: $6,281 (2025)Community: Grand Park Ph 2Single Family
Taxes:$6,281
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to this beautiful, almost-new home built in 2024, offering 3 bedrooms, 2 bathrooms, a versatile den, and 1,775 square feet of thoughtfully designed living space filled with natural light. The open-concept floor plan creates a seamless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. This home is loaded with upgrades, including elegant crown molding, tray ceilings, custom woodwork, impact windows, and many additional designer touches that elevate the space throughout. Large sliders showcase peaceful lake views, bringing a sense of tranquility into the home. Located in the highly desirable Grand Park community, residents enjoy resort-style amenities including a luxury clubhouse, sparkling pool, pickleball courts, and a vibrant calendar of social events. Grand Park also offers a prime location with convenient access to shopping, dining, I75, and the world-famous Siesta Key beach, making this home the perfect combination of comfort, style, and lifestyle. This is a wonderful opportunity to enjoy modern luxury living in one of the area’s most sought-after communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Enrique Coletti (941-952-8164)
8315 EAGLE XING, SARASOTA, FL 34241
$1,039,00090 Days on yellowkey MLS ID: TB8483639
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3119 Built: 1998Monthly Fee: $183 Tax: $8,641 (2025)Community: Preserve At Misty CreekSpa: NoSingle Family
Taxes:$8,641
Elementary School: None
High School: None
Middle School: None
Remarks: LAKE VIEWS! 4BR/3BA + Living room & dining room, huge family room. Kitchen with island. 3 car garage. Whole house water softener. Pool & deck area w/ 2 lanais. FSBO Fully Furnished..
Listing is courtesy of: JACK KELLER INC (727-586-1497)
Listing Agent: John Keller, Iii (727-586-1497)
5019 STEVENS DR, SARASOTA, FL 34234
$640,00099 Days on yellowkey MLS ID: A4683765
REDUCED by $29,900 (4.5%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1957 Tax: $5,172 (2025)Community: Sapphire HeightsSpa: NoSingle Family
Taxes:$5,172
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Fully renovated mid-century gem in the charming and highly coveted Indian Beach Sapphire Shores neighborhood of Sarasota. This exceptional three-bedroom, two-bathroom home has been lovingly preserved and thoughtfully restored with a strong emphasis on period-appropriate mid-century design and timeless style. Original terrazzo floors sparkle throughout the main living areas, honoring the home’s architectural roots. The fully renovated kitchen features new high-end appliances and blends seamlessly with the home’s classic aesthetic. The former Florida room has been transformed into comfortable year-round living space with permanent climate control, with the design anchored by an authentic vintage 1960s Preway wood-burning cone fireplace — a true statement piece. High-end mid-century light fixtures are showcased throughout, including multiple authentic Herman Miller pieces. Major updates provide peace of mind, including a new roof (2023), brand-new HVAC system and ductwork (2024), and a new solid wood privacy fence (2024). All bedrooms offer sizable closets, and the large zero-scaped front yard ensures beauty with minimal maintenance. The expansive backyard is a private retreat, featuring a generous paver patio and ample space for a pool or future additions. A newly installed barrel sauna and cold plunge create a spa-like sanctuary along the side yard, with convenient access from the principal suite. The true highlight of the home is the architect-designed principal bedroom and bathroom suite, completed in 2025 — an incredibly rare feature for this neighborhood and era. Designed as a private oasis, the light-filled bedroom includes a picture window and charming window seat, thoughtfully separated from the two guest bedrooms on the opposite wing of the home. The spacious en-suite bathroom is professionally interior designed and features high-end fixtures, a large walk-in shower, a freestanding spa tub, double vanity, and a walk-in closet. An exterior door provides direct access to the outdoor spa area for seamless indoor-outdoor living. Ideally located, this home is within a short distance to multiple beautiful waterfront parks and the renowned The John and Mable Ringling Museum of Art. Just five minutes to downtown Sarasota and ten minutes to the pristine beaches of Lido Key, you’ll enjoy the very best of Sarasota’s natural beauty and vibrant cultural scene — all from the comfort of your exquisitely restored mid-century home in one of the city’s most beloved neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Agnes Cameron (941-388-3966)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,000100 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
6183 MISTY OAKS DR, SARASOTA, FL 34243
$645,000109 Days on yellowkey MLS ID: A4682575
REDUCED by $5,000 (0.8%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2068 Built: 1991Monthly Fee: $17 Tax: $4,537 (2024)Community: Misty OaksSpa: NoSingle Family
Taxes:$4,537
Tax Year: 2024
Remarks: Don’t let the square footage fool you! This beautifully maintained home feels far more expansive the moment you step inside. Beautifully maintained and thoughtfully updated, this exceptional residence offers not only great bones — but true peace of mind — with nearly every major system already replaced. Perfectly positioned on a generous corner lot with only one neighboring home and a serene preserve bordering the other side, this property offers rare privacy and additional green space that enhances both architectural presence and curb appeal. Lush, mature tropical landscaping, a manicured lawn, and a welcoming double-door entry create an elegant first impression. Step inside and you’ll immediately notice how much larger the home feels than its square footage suggests. The bright, open split floor plan, soaring vaulted ceilings, and expansive pocket sliders create an airy, spacious ambiance that allows for indoor/outdoor living. The gracious living room flows effortlessly into a spacious formal dining area—ideal for entertaining. Most recent update, the built in shelving closest to the sliders were professionally removed to make room to hang an extra large tv. At the heart of the home, the open kitchen features granite countertops, abundant cabinetry, stainless-steel appliances, a brand-new dishwasher and microwave, recently replaced appliances throughout, and updated LED lighting. A charming breakfast nook overlooks the sparkling pool, creating a serene backdrop for everyday meals. Major mechanical updates include a NEW AC SYSTEM, NEW ROOF, NEW WATER HEATER, WHOLE HOUSE SURGE PROTECTION, wired carbon monoxide detectors, updated fixtures throughout, and enhanced LED lighting in the kitchen, laundry room, and garage — providing modern efficiency and confidence for years to come. Step outside to your private outdoor retreat where indoor and outdoor living truly unite. The expansive lanai surrounds a heated pool enhanced with a NEW POOL HEATER, NEW POOL PUMP, NEW POOL SKIMMER, NEW POOL DECKING, NEWER POOL CAGE (2019). Pool cage is professionally grounded for lightning protection, adding another thoughtful layer of security. Lush tropical landscaping surrounds the space for total privacy and year-round enjoyment. Safety and storm readiness are exceptional with NEW HURRICANE IMPACT WINDOWS, SLIDING IMPACT SHUTTERS for the pocket sliders, and a hurricane shield for the front entry. The oversized primary suite is a true sanctuary, offering private lanai access, dual walk-in closets, and a spa-inspired bath featuring dual vanities, a spacious walk-in shower, and an updated extra-deep garden tub. Two generously sized guest bedrooms are privately situated on the opposite side of the home—one offering direct pool access—alongside a well-appointed guest bath ideal for family or visitors. Additional highlights include an oversized three-car garage and a well-equipped laundry room with cabinetry, utility sink, drying rack, and ample storage. This home is located within Misty Oaks, an intimate enclave of just 63 homes, this residence offers low HOA fees and no CDD—delivering exceptional value within a peaceful, tucked-away setting. Enjoy privacy without sacrificing convenience, just minutes from Sarasota’s premier shopping, dining, golf, nature trails, and the pristine Gulf Coast beaches.UPDATE: Custom bookshelf nearest to the sliders and behind chairs has been professionally removed to allow for a tv.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Esmeralda Rico (941-600-8001)
8183 NICE WAY, SARASOTA, FL 34238
$699,990112 Days on yellowkey MLS ID: A4681829
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2047 Built: 1998Monthly Fee: $532 Tax: $3,458 (2025)Community: Turtle RockSpa: NoSingle Family
Taxes:$3,458
Remarks: NEW TILE ROOF February, 2026! New a/c in July 2025, washer and dryer 3 yrs old. The 2 car garage is outfitted in 2022 with hurricane-rated door. The Somerset community within Turtle Rock is a maintenance free community which includes painting the exterior every 8-10 years (last painted 2023) and roof cleaning every 3-4 years. The master suite offers a peaceful retreat with a 10'x10' extended sitting area ideal as a reading nook or home office. There is new vinyl wood flooring in both the master suite and bedroom #2. Turtle Rock residents enjoy access to outstanding amenities including a heated community pool, tennis courts, clubhouse, playground, and scenic walking trails. Ideally located in Palmer Ranch, you're just minutes from Siesta Key Beach, Downtown Sarasota, Venice, and the Legacy Trail. Current loan of 2.75% is assumable -Loan qualifications apply.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Diana Fischer (941-685-7680)
428 SAPPHIRE DR, SARASOTA, FL 34234
$1,170,000120 Days on yellowkey MLS ID: A4679800
REDUCED by $25,000 (2.1%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 1990 Tax: $7,492 (2025)Community: Sapphire ShoresSpa: NoSingle Family
Taxes:$7,492
Remarks: Discover the ultimate coastal retreat at 428 Sapphire Drive, a stunning block-construction residence situated on a rare and expansive double lot in the prestigious Sapphire Shores area. A long driveway and winding sidewalk lead you through a beautifully landscaped front yard to this secluded haven, which is set back from the street for maximum privacy. Inside, the home exudes a modern, industrial-chic aesthetic featuring sleek polished concrete floors, soaring vaulted ceilings, and a fresh interior paint palette. The open-concept gourmet kitchen is a focal point, illuminated by a bright skylight and appointed with premium Quartz countertops, abundant cabinetry, and a high-end stainless appliance suite including a Bosch cooktop and refrigerator alongside a KitchenAid double oven. The thoughtful layout offers exceptional flexibility; the current library, featuring a recently replaced north-facing impact window, was originally a third bedroom and can easily be restored to its original configuration. Seamlessly connecting the interior to the outdoor oasis are sliding pocket glass doors that retreat to open the living area to the lanai, offering both an elegant architectural feature and an added layer of protection for the block-construction core. The master suite serves as a private sanctuary with its own bay-facing impact window, a spacious walk-around closet, and a luxurious ensuite bathroom featuring a deep soaker tub and a separate walk-in shower. Significant structural upgrades provide peace of mind, including a new metal roof installed in 2023 and brand-new hurricane-rated garage doors added in 2025. The epoxy-finished garage also comes equipped with a Tesla charging station, catering to modern efficiency. The outdoor living space is a true oasis, fully enclosed by a vinyl privacy fence. Relax in the heated saltwater pool surrounded by elegant Shellock pavers, or enjoy the convenience of the lanai’s solar shower. The sprawling backyard is a nature lover’s dream, boasting a dedicated butterfly garden, a cozy fire pit, and an irrigation system powered by well water. A versatile detached storage building, currently utilized as a home gym, is equipped with its own air conditioning unit and dedicated kayak storage. Perfectly positioned just minutes from Downtown Sarasota, this home is also a short stroll from the Ringling Museum and the scenic bayfront paths of Sapphire Shores Park.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
4221 ESCONDITO CIR, SARASOTA, FL 34238
$995,000123 Days on yellowkey MLS ID: A4679916
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2994 Built: 1988Monthly Fee: $73 Tax: $6,154 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$6,154
Elementary School: Gulf Gate Elementary
Remarks: Tucked within the gated Prestancia golf community, 4221 Escondito Circle offers three bedrooms, two-and-a-half baths, and nearly 3,000 square feet of thoughtfully designed living space that blends architectural character with effortless indoor–outdoor living. Lush, mature landscaping lines the graceful walkway to double front doors, while a private side courtyard with a tranquil water feature creates a peaceful sense of arrival before stepping inside. The foyer opens to expansive living spaces framed by soaring vaulted ceilings, arched transitions, and a striking chandelier, with multiple windows drawing in soft natural light and views of the courtyard. The living room feels both grand and inviting, anchored by a wood-burning fireplace with marble and wood detailing and framed by large arched windows. Beyond, the family room offers a second fireplace, custom built-in shelving with lower cabinetry, and walls of glass that connect seamlessly to the lanai. Sliding doors and transom windows fill the space with light while creating an easy indoor–outdoor flow ideal for everyday living and entertaining. At the heart of the home, the kitchen blends warmth and functionality with rich cherry cabinetry, granite countertops, professional-grade appliances, and generous bar seating for six. Five recessed display niches crown the cabinetry, adding architectural interest, while a built-in desk and pantry storage enhance everyday convenience. A pocket door leads to the formal dining room, where vaulted ceilings, a chandelier, and courtyard-facing windows create an elegant setting for gatherings. Adjacent to the kitchen, the breakfast nook is wrapped in picture windows and dual sliders, offering panoramic views of the pool and pond on three sides. The primary suite is thoughtfully positioned for privacy, featuring vaulted ceilings, serene pond views through plantation-shuttered windows, and direct lanai access. A charming bump-out provides space for a desk or sitting area, while the spa-inspired bath offers a glass-enclosed shower with multi-function panel, a corner Jacuzzi tub with marble surround beneath a chandelier, custom cabinetry, and a generous walk-in closet with built-ins. Two additional vaulted bedrooms share a Jack-and-Jill bath with a tub-shower combination and decorative tilework, and one bedroom opens directly to the lanai. A convenient powder room, well-appointed laundry with cabinetry and utility sink, and an oversized two-car garage with epoxy floors and built-in storage complete the interior. Outside, the screened lanai becomes a natural extension of the living space, featuring stamped concrete decking, brick coping, multiple seating areas, ceiling fans, and a hot tub alongside the private pool. Tranquil pond views provide a picturesque backdrop, creating a setting equally suited for quiet mornings or relaxed evenings with friends. Located in Palmer Ranch within Prestancia, residents enjoy a gated lifestyle near TPC Prestancia’s two championship golf courses, with optional memberships available. Just 5.5 miles from Siesta Key Beach and minutes from Sarasota’s dining, shopping, the Legacy Trail and cultural attractions.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000133 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Elementary School: Phillippi Shores Elementary
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Bridget Spiess (941-720-6304)
3524 PAPAI DR, SARASOTA, FL 34232
$334,900133 Days on yellowkey MLS ID: A4678096
REDUCED by $5,000 (1.5%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1961 Tax: $1,822 (2025)Community: Ridgewood Estates Add 03 Resub 01Spa: NoSingle Family
Taxes:$1,822
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: This remodeled 3-bedroom, 2-bath home with a spacious outdoor area and detached storage shed in the established Ridgewood Estates neighborhood offers no HOA and no deed restrictions. It is centrally located in Sarasota and features a split floor plan with luxury vinyl flooring in the bedrooms and tile throughout the main living areas. The refreshed kitchen includes shaker-style cabinetry, quartz countertops, stainless steel appliances, and opens to the living and dining areas with French doors leading to a large rear patio. The fully fenced backyard offers exceptional privacy and a peaceful sentiment, plus ample space for entertaining guests, pets, or storing a boat/RV. Additional highlights include a private ensuite guest bedroom, updated baths, designer accents, dedicated laundry closet, and fresh interior and exterior paint. Major updates include a 2016 roof and 2016 HVAC system. Conveniently located near shopping, dining, downtown Sarasota, and world-renowned Gulf beaches.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Melissa Biermann (718-913-6852)
6502 42ND ST E, SARASOTA, FL 34243
$439,000147 Days on yellowkey MLS ID: A4676971
REDUCED by $16,000 (3.5%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2040 Built: 2006Monthly Fee: $560 Tax: $3,090 (2025)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$3,090
Elementary School: Manatee Elementary School-MN
High School: Manatee High
Remarks: Discover refined living in this exquisite 3 bedroom, 2 bathroom home nestled within the prestigious Cascades, a 55+ gated community. This meticulously maintained residence boasts private garden views from a glass enclosed temperature controlled sunroom with custom window treatments, offering an idyllic Florida retreat. Enter through the custom hurricane glass front door into a sunlit foyer that flows into a spacious, freshly painted living area. The cozy family room and large updated kitchen create a seamless space for entertaining, with sliding glass doors revealing an air conditioned sunroom perfect for reading, relaxing and informal dinning. The kitchen features freshly painted cabinets, lustrous granite countertops, and plenty of cabinetry. A formal dining room sets the stage for memorable gatherings with loved ones, savoring your finest culinary creations. The primary suite is a sanctuary of comfort, featuring generous walk-in closets. A separate guest bedroom ensures comfort and seclusion for visitors, while an additional guest room can be converted to a bonus sitting room or office space. Cascades redefines active adult living with its newly renovated 25,000-square-foot clubhouse, featuring a heated indoor-outdoor pool, six Har-Tru tennis courts, two pickle ball courts, a state-of-the-art fitness center, and a banquet hall. Engage in vibrant community life with bocce ball, horseshoes, pickleball, arts and crafts, pottery classes with two kilns, and an array of social clubs and activities orchestrated by a full-time Tennis Pro. From card games and yoga to travel clubs and aerobics, there’s something for every interest. Located minutes from the pristine beaches of Siesta Key, Lido Key, and Longboat Key, Cascades offers easy access to crystal sands and turquoise waters. Downtown Sarasota, a mere 15-minute drive, brims with cultural treasures, including The Asolo Repertory Theatre, Ringling Museum, Selby Gardens, and the Van Wezel Performing Arts Center. Enjoy fine dining, art galleries, and shopping at St. Armands Circle, UTC Mall, Whole Foods, and Fresh Market. Top-rated healthcare and Sarasota International Airport are also conveniently nearby. Community Benefits. Cascades is free of CDD fees and includes lawn maintenance and partial plant care, ensuring a low-maintenance lifestyle within a welcoming, secure gated community. Embrace the elegance and ease of this exceptional home, where luxury and leisure converge Schedule your private showing and explore the potential of Cascade living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Mark J Baron, Llc (941-241-7633)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$774,500147 Days on yellowkey MLS ID: A4676006
REDUCED by $24,500 (3.1%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Elementary School: Gocio Elementary
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
527 VENICE LN, SARASOTA, FL 34242
$4,950,000152 Days on yellowkey MLS ID: A4676628
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4158 Built: 2026 Tax: $11,622 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$11,622
Remarks: One or more photo(s) has been virtually staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Cassie Meyer (941-650-4935)
533 VENICE LN, SARASOTA, FL 34242
$4,800,000152 Days on yellowkey MLS ID: A4676632
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3765 Built: 2026 Tax: $11,368 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$11,368
Remarks: One or more photo(s) has been virtually staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an outdoor kitchen, pool with sun shelf, and custom deck leading directly to your private dock. Two balconies—one at the front of the home and one with sweeping waterfront views—enhance the indoor-outdoor lifestyle. Custom cabinetry throughout, quartzite countertops, and high-quality construction reflect attention to detail at every turn. Located just minutes from Siesta Key Beach, Siesta Village, and all of Sarasota’s amenities, this exceptional waterfront home is a rare opportunity—come see it for yourself.
2529 MARBLEHEAD DR, SARASOTA, FL 34231
$625,000152 Days on yellowkey MLS ID: A4676671
REDUCED by $20,000 (3.1%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2003Monthly Fee: $83 Tax: $4,212 (2025)Community: MarbleheadSpa: NoSingle Family
Taxes:$4,212
Remarks: Welcome to 2529 Marblehead Drive, a beautifully maintained 3 bedrooms 2 baths and a den home located in the heart of Sarasota, Florida. This inviting property features a bright, open layout with spacious living areas perfect for both everyday living and entertaining. The home offers generously sized bedrooms, a functional kitchen that flows into the main living space, and plenty of natural light throughout. Step outside to enjoy a private outdoor screened in area ideal for relaxing or hosting guests. This home was built with many extra storage areas throughout. You will love the additional 12 feet added to the A/C garage with its own split unit for your needs. The seller has just replaced the roof with a wonderful new metal product union steel. The paver driveway and lanai add to the charm of this beautiful home. AI says that you could add a Plunge pool on the back lanai. Conveniently situated near shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this home offers comfort, convenience, and Florida living at its best.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Janet Trefry (941-954-5454)
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000163 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$31,490
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing Agent: Courtney Tarantino (941-893-7203)
4819 HIGEL AVE, SARASOTA, FL 34242
$5,392,000655 Days on yellowkey MLS ID: A4620571
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4220 Built: 2024Community: Siesta BeachSpa: YesSingle Family
Taxes:$0
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the impressive front doors into the bright foyer which leads to the spacious great room, well-planned kitchen and bonus and/or dining room. Take in the beautiful wide views of the Grand Canal from your gorgeous pool, spa and travertine deck or while cooking from your outdoor kitchen. The first floor also features the primary bedroom, powder bath, and laundry room. The beauty of the home is the open concept living area which allows for natural light to flow from large windows and slider throughout the space. Located on the second floor are the second and third bedrooms each with their en suite bathroom. On the third floor, you will find another master suite where you can enjoy more waterfront views from its balcony. Enjoy your private den or office with walk in closet and mechanical storage closet. This home is situated in a prime location, just moments away from the world-famous Siesta Key Beach, known for its pristine beaches and clear waters. Close enough to famous Siesta Key Village but still out of the hustle and bustle. Also this home is in walking distance to The Out of Door Academy. Explore local dining and shopping or enjoy all the activities that Siesta Key living provides, fishing, boating, kayaking, walking, biking. You can even golf cart to the Siesta Key Village. Come see for yourself, this brand new residence and feel the Siesta Key life style. This is an exceptional custom home with well appointed extra features that will give you the best, easiest coastal living in Sarasota. Don't miss out on this home! Some photos virtually staged.
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$515,000184 Days on yellowkey MLS ID: A4673225
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
156 SIESTA DR, SARASOTA, FL 34242
$1,649,000294 Days on yellowkey MLS ID: A4661717
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2901 Built: 1977 Tax: $19,016 (2024)Community: Siesta Rev ResubSingle Family
Taxes:$19,016
Remarks: Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
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