Location: Sarasota
Do Not Show Listings
5400 OCEAN BLVD #8-05, SARASOTA, FL 34242
$630,000266 Days on yellowkey MLS ID: A4670371
REDUCED by $60,000 (8.7%) on 07/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1970 Tax: $6,969 (2025)Community: TerraceCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,969
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
5400 OCEAN BLVD ##15 1-4, SARASOTA, FL 34242
$4,000,0006 Days on yellowkey MLS ID: A4698001
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2374 Built: 1969 Tax: $30,871 (2025)Community: TerraceCondo
Taxes:$30,871
Remarks: Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.
9016 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$715,0006 Days on yellowkey MLS ID: A4700698
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2940 Built: 2023Monthly Fee: $251 Tax: $9,514 (2025)Community: Skye Ranch Nbrhd 2Single Family
Taxes:$9,514
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: SELLER OFFERING a $15,000 closing credit prepaid—an incredible opportunity to reduce your out-of-pocket expenses or help buy down your interest rate! Welcome to 9016 Tequila Sunrise Drive, an exceptional opportunity to own one of Skye Ranch's most sought-after floor plans—widely recognized as one of the community's most popular models. Originally built as a builder spec home, this residence showcases thoughtfully selected designer finishes and upgrades that reflect quality craftsmanship and modern style. Designed for today's lifestyle, the open-concept floor plan offers inviting living spaces, abundant natural light, and the perfect setting for both everyday living and effortless entertaining. Located in the desirable Cassia neighborhood of Skye Ranch, this home is surrounded by scenic lakes, preserved natural areas, majestic oak trees, and miles of walking and biking trails, creating the perfect backdrop for enjoying Florida's outdoor lifestyle. Residents enjoy an impressive collection of resort-style amenities at The Hub, including a resort-style pool, junior Olympic lap pool, splash pad, state-of-the-art fitness center, indoor basketball court, movement studio, rock climbing wall, café, demonstration kitchen, gathering spaces, and a full calendar of community events. Planned future amenities at The Cove—including a lazy river, waterslide, and additional recreational offerings—will further enhance the Skye Ranch lifestyle. Just minutes away, Turner Community Park offers approximately 30 acres of recreation with soccer and baseball fields, tennis and basketball courts, playgrounds, a dog park, shaded picnic pavilions, walking trails, and a concession area, making it a favorite destination for recreation and family fun. Conveniently located near Clark Road and Lorraine Road, Skye Ranch provides easy access to I-75, top-rated schools, downtown Sarasota, world-famous Gulf Coast beaches, shopping, dining, and everyday conveniences. With one of Skye Ranch's most popular floor plans, professionally selected builder upgrades from its original spec home design, exceptional resort-style amenities, this home presents an outstanding opportunity to experience one of Sarasota's premier master-planned communities.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Mark Singer (941-806-9121)
465 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$4,650,00042 Days on yellowkey MLS ID: A4696960
REDUCED by $200,000 (4.1%) on 07/28/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2846 Built: 1973 Tax: $39,161 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$39,161
Elementary School: Southside Elementary
Remarks: Perfectly positioned on coveted Bird Key, 465 E Royal Flamingo Drive captures the essence of refined Sarasota waterfront living with an extraordinary full renovation that blends timeless coastal elegance with exceptional craftsmanship. Set along 100 feet of protected canal frontage with direct access to Sarasota Bay, this remarkable residence offers an unparalleled boating lifestyle complete with a private dock and 16,000-pound boat lift, creating the ideal setting for effortless days on the water. Encompassing 2,846 square feet of thoughtfully curated air-conditioned living space with four bedrooms and four beautifully renovated bathrooms, every detail of this home has been elevated to deliver a move-in ready luxury experience. Inside, Mirage engineered hardwood flooring flows seamlessly throughout, complemented by new interior and exterior lighting, recessed lighting, designer ceiling fans, and carefully selected finishes that create warmth and sophistication. The spectacular chef’s kitchen serves as the centerpiece of the home and features custom cabinetry with integrated lighting and soft-close doors and drawers, stunning quartzite countertops and backsplash, decorative tile accents, a custom hood, farmhouse sink, premium plumbing fixtures, separate water filtration faucet, Sub-Zero refrigeration with water and ice, wine refrigeration, and an exceptional Wolf appliance package including a six-burner gas range with grill, double convection wall ovens, and additional culinary conveniences. A beautifully appointed butler’s pantry and utility room enhance functionality with a Wolf microwave, KitchenAid ice maker, and Electrolux washer and dryer. Entertain effortlessly with a custom dry bar showcasing illuminated glass cabinetry, quartzite surfaces, and designer tile details. The great room is equally impressive, anchored by dramatic wood beam ceilings, an elegant electric fireplace, and custom built-ins with illuminated shelving that create an inviting yet elevated gathering space. The luxurious primary suite is designed as a private retreat with sliding glass doors opening to the lanai, a spacious custom walk-in closet, and a spa-inspired bath featuring a freestanding soaking tub, floating dual vanity, rain shower, niche detailing, and exquisite finishes of marble and porcelain. Outdoor living is equally exceptional with an expansive lanai finished in shell stone, tongue-and-groove ceilings, electric roll-down screens, and multiple entertaining spaces overlooking the heated saltwater pool and spa, beautifully resurfaced with glass waterline tile, a shell stone pool deck, and pergola. Additional highlights include a fully fenced and professionally landscaped yard with irrigation and landscape lighting, a new clay barrel tile roof completed in 2024, Aluminum ES impact windows and doors, natural gas service, Lennox air-conditioning, dual Rheem gas tankless water heaters, updated paint throughout, seawall enhancements with replacement panels, cap and tie-back system, and an oversized two-car garage featuring epoxy flooring, custom cabinetry, mini-split air conditioning, Tesla charger, and an exceptional level of finish rarely found. This is Bird Key waterfront living at its finest—where luxury, comfort, and effortless access to Sarasota’s world-class boating and downtown lifestyle come together in one extraordinary residence.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
199 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$579,900151 Days on yellowkey MLS ID: A4684412
REDUCED by $29,100 (4.8%) on 07/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970Monthly Fee: $1,579 Tax: $5,538 (2025)Community: Whispering SandsCondo
Taxes:$5,538
Remarks: Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft close cabinetry, and recessed lighting—all complemented by an elegant uplit tray ceiling. A true highlight is the expansive 29' x 8' lanai stretching the full length of the residence—offering an inviting extension of the living space ideal for relaxing, dining, or working from home, complete with hurricane impact sliders for total peace of mind. Both bathrooms have been tastefully updated with granite countertops and tiled, glass-enclosed walk-in showers, while ceiling fans and crown molding add comfort and sophistication throughout the unit. Beyond the residence, Whispering Sands offers true resort-style living in a premier Gulf front setting. Spend your days lounging on your private beach, taking a refreshing swim in one of two heated pools, an invigorating workout in the gym, or enjoying the vibrant social atmosphere of the clubhouse just steps from your door. Whether it’s a peaceful morning walk along the shoreline or a sunset gathering with neighbors, every day feels like a vacation. Perfectly positioned just steps from the clubhouse—currently undergoing complete remodeling in 2026—and pool, and a short stroll along the sidewalk to your 800' of your own private beach, this residence embodies the very best of resort style living. Ideally located just around the corner from the boutiques and restaurants of Siesta Key Village, you'll enjoy the perfect balance of relaxed beachfront living and easy access to dining, entertainment and island charm. Move right in and start enjoying the easy island lifestyle you’ve been dreaming of!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
5331 SIESTA COVE DR, SARASOTA, FL 34242
$2,350,000572 Days on yellowkey MLS ID: A4628363
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3795 Built: 1996Monthly Fee: $35 Tax: $18,777 (2023)Community: Siesta Cove SubSingle Family
Taxes:$18,777
Tax Year: 2023
Remarks: Virtually Staged. One or more photo(s) have been virtually staged. Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper domes perfectly poised on an impressive 11’ elevation. Upon entry, one is greeted by an expansive, open concept living space that magnificently fuses the indoors with the surrounding natural beauty. High sweeping ceilings create an enviable sense of space and light, while polished ceramic tile flooring adds a touch of allure. Thoughtful consideration has been given to the common areas, such as the lavish living room, with an undeniable emphasis on comfort and sophistication. The episodic, broad windows let the glow of sunshine in, accentuating the elegant interior nuances. The kitchen is a veritable chef’s delight, replete with spacious cabinetry, and granitic countertops that inspire culinary creativity. The generous breakfast nook provides an intimate and cozy venue for smaller gatherings and casual meals. Outdoors, discover a secluded oasis where the skies, the greens, and the water merge to deliver a serene atmosphere. The sprawling deck, overlooking a large, elevated swimming pool, provides ample room for sun loungers, and al fresco dining setup, with outdoor kitchen. The residence’s strategic location in Siesta Key, FL, rewards its residents with convenient access to local amenities and landmarks. Enjoy being a stone’s throw away from stunning beaches, upscale shopping destinations, refined dining venues, and outdoor recourses. 5331 Siesta Cove Drive offers an extraordinary amalgamation of luxury living and the calm of a beachside residence. Its matchless design, location, and surrounding serenity make it an idyllic haven for those seeking an unparalleled lifestyle in Siesta Key.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Mary Tardi (732-668-7743)
1827 BAYWOOD DR, SARASOTA, FL 34231
$1,925,00014 Days on yellowkey MLS ID: A4697757
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2565 Built: 1957 Tax: $5,779 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$5,779
Elementary School: Gulf Gate Elementary
Remarks: ATTENTION BOATERS!! Waterfront dream home – move-in ready! Just a quick (429 yard) boat ride to the ICW - no bridges - a straight shot to the water. Head out to the newly opened Midnight Pass where pristine waters flow freely into the Gulf. 10,000 pound boat lift - gorgeous trex decking - 45+ foot dock with fish stand. Walk to Siesta Key. This beautifully updated waterfront residence offers refined Florida coastal living in a truly exceptional setting. Positioned on a picturesque “Y” intersection of two canals, the property provides serene water views, privacy, and effortless access for deep water boating and outdoor enjoyment—just minutes from Siesta Key’s renowned white sand beaches. A stately approach framed by mature oaks and professional landscaping leads to a custom paver drive and striking hurricane-impact glass entry. Inside, the open, light-filled floor plan showcases original terrazzo and travertine flooring, PGT impact windows, and seamless indoor-outdoor flow. Impact French doors open to expansive gardens, tranquil fountains, a private pool, and classic Chicago brick pavers. Designed for entertaining, the home features multiple outdoor living spaces, including an expansive Trex deck overlooking the canal, a pergola, screened patio, boat dock and covered cabana. The kitchen is appointed with quartz countertops, ceiling-height shaker cabinetry, stainless steel appliances, reverse-osmosis water, and generous windows overlooking the backyard. Living and dining spaces flow effortlessly, complemented by a separate family room, opening to a screened lanai. Renovated guest accommodations complete the main level with 2 bedrooms including sun-drenched guest room, office with Murphy bed and full bath. The second level is devoted entirely to the primary suite, a private retreat with resort quality features as: hardwood floors, water views in every direction, French doors with retractable screens, a private balcony, and a spa-inspired bath with dual vanities, a Carrara-tiled walk-in shower, and custom walk-in closets. Ideally located near Siesta Key, downtown Sarasota, and the region’s cultural, dining, and shopping destinations. Evening relaxation - picture this: you’ve had an amazing day on the water and now you’re ready to cook up your catch right in your own backyard. Perfect sunset dinner awaits! This waterfront gem offers everything you need for the ultimate boaters lifestyle – easy access, premium amenities, and the perfect set up for enjoying your evenings. Ready to make waves in your new home? **No hurricane damage. HOME NOT IN A FLOOD ZONE.
Listing is courtesy of: CENTURY 21 ROSEBAY (941-366-7673)
Listing Agent: Jan Means (941-544-1449)
7812 38TH CT E, SARASOTA, FL 34243
$389,00013 Days on yellowkey MLS ID: A4700021
0 Days Off yellowkey (back on 7/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1990Monthly Fee: $27 Tax: $1,665 (2025)Community: CopperfieldSingle Family
Taxes:$1,665
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to this pristinely maintained 3-bedroom, 2-bath home with a versatile den/office in the desirable Copperfield community. Located in the Sarasota area but within Manatee County, you'll enjoy the convenience of a Sarasota address with the added benefit of lower Manatee County property taxes. From the moment you arrive, you'll appreciate the inviting foyer featuring an elegant custom art niche, beautiful windowed front doors, soaring vaulted ceilings, and a French door leading to the private office—perfect for working from home or creating a quiet retreat. Natural light pours into the home through two oversized skylights, creating a bright and airy atmosphere throughout. Every window has been replaced with premium storm-rated windows by Armored Dade Windows, and the garage door has been storm reinforced, representing more than $28,000 in valuable storm-protection upgrades that provide peace of mind, energy efficiency, and lasting value. The beautifully remodeled kitchen (2022) is both timeless and inviting, featuring on-trend two-tone cabinetry, natural-colored countertops, a designer backsplash, and crisp white appliances that perfectly complement the home's warm, earthy palette. An adjoining dining area offers the ideal setting for casual meals and effortless entertaining. The spacious primary suite is a relaxing retreat with grand walk-in closet and a spa-inspired ensuite bath featuring dual vanities, a large soaking tub, and a glass-enclosed step-in shower. The guest bathroom offers a fresh coastal feel with a striking blue vanity that adds a cheerful pop of color. Luxury vinyl plank flooring flows throughout the living areas and office, while the spacious screened lanai, guest bedrooms and bathrooms feature attractive tile flooring. Ceiling fans throughout the main living areas and lanai provide year-round comfort. Step outside to enjoy the large, fully fenced backyard designed for easy maintenance. A brick paver patio creates the perfect setting for grilling, relaxing, or entertaining. Additional features include an indoor, air-conditioned laundry room with a utility sink and built-in cabinetry, plus a spacious two-car garage with extra room for shelving and convenient pull-down attic access. Copperfield is a well-established community with low HOA fees and an exceptional location just minutes from University Town Center, Lakewood Ranch, downtown Sarasota, Sarasota-Bradenton International Airport, championship golf courses, top-rated dining and shopping, and the world-famous Gulf beaches. This meticulously cared-for home combines quality updates, thoughtful improvements, and an unbeatable location to create an exceptional Florida lifestyle opportunity.
Listing Agent: Mike Rosario (941-366-7673)
4636 DEER TRAIL BLVD, SARASOTA, FL 34238
$459,00027 Days on yellowkey MLS ID: A4698629
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1755 Built: 1990Monthly Fee: $285 Tax: $4,727 (2025)Community: Villas At Deer CreekVilla
Taxes:$4,727
Middle School: None
Remarks: Virtually Staged. Welcome to effortless Florida living in the highly desirable Villas at Deer Creek, a gated, maintenance-free community known for its beautifully landscaped grounds and exceptional location. This beautifully updated 2-bedroom, 2-bath villa has never been lived in since its extensive renovations and is truly move-in ready. Enjoy peaceful water views from the spacious screened lanai, creating the perfect setting for your morning coffee or evening relaxation. The interior features a long list of recent improvements, including all-new black stainless steel appliances, a new kitchen sink and garbage disposal, fresh interior paint with wallpaper removed, new interior and exterior door hardware, updated light fixtures in the dining room, breakfast nook, and entry, new ceiling fans, and new receptacles and light switches throughout. Additional upgrades include brand-new carpeting, a tiled entryway, new louvered closet doors, new toilets in both bathrooms, and a new garage door opener. Located within the sought-after Deer Creek community, residents enjoy a secure gated entrance, maintenance-free living, mature landscaping, scenic lakes, and a prime location close to shopping, dining, golf, the Legacy Trail, and world-famous Siesta Key Beach. Don't miss this opportunity to own a completely refreshed villa offering modern finishes, tranquil water views, and carefree Florida living.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
761 JOHN RINGLING BLVD #31, SARASOTA, FL 34236
$599,000118 Days on yellowkey MLS ID: A4688346
REDUCED by $76,000 (11.3%) on 07/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,923 (2025)Community: Sarasota Harbor WestCondo
Taxes:$6,923
High School: Booker High
Middle School: Booker Middle
Remarks: ONLY DIRECT WATERFRONT END UNIT AVAILABLE IN THE COMMUNITY. Double the windows. Double the views. Exquisite interior designer owned condo epitomizing refined coastal living in Sarasota and completely renovated in 2019-2020. Interiors are enveloped in a meticulous pallet of ocean-inspired hues that blends timeless style with modern functionality and coastal glam charm. Professionally envisioned by this talented designer/owner and masterfully executed by a long-standing, local, luxury builder with no expense spared. Entirely new infrastructure, including complete drywall replacement, floors, and raised ceilings, new HVAC and ductwork, in-wall sound insulation, double insulated attic, new electrical panel including wiring in walls, all new plumbing throughout, new 40-gallon water heater, and more. This unit is ultimate storm ready including PGT impact windows and doors and withstood the unprecedented 2024 storm season with incredible resilience and zero damage. The thoughtfully crafted kitchen features only the best of Miele, Sub-Zero and Viking appliances, Waterstone fixtures that shine beneath bespoke lighting, an artist commissioned mosaic, and a hand-forged range hood. A large under-lit quartzite island can seat 6, bench built solid wood Albrecht cabinetry with pullouts, under cabinet outlets, paneled appliances, Cambria 6cm custom profile back countertops, and grout-less sea glass backsplash ensure any chef a seamless experience. The magic is in the details and this unit is a work of art unto itself but within you will find a curated collection of nautical accents from across the world, paying homage to Sarasota’s history, an authentic nautical porthole from a German ship, and master carpentry features such as tongue and groove ceilings, solid wood doors, shiplap accents, 7” stacked crown moldings, 5” baseboards, plantation shutters, and built ins with color changing Dimplex fireplace. The excellence does not stop here...every room includes recessed lighting with Maestro dimmers, the spa-inspired bathrooms glimmer with custom tile work, hammered nickel sinks, a seamless glass shower, Rohl polished nickel fixtures, hotel double towel racks, heat lamps, Helios LED smart mirrors, and other luxe finishes. Besides the unbeatable location, residents of Sarasota Harbor West enjoy an array of inclusive amenities that include a large heated waterfront pool, clubhouse, shuffleboard, fishing pier, and grill areas. End unit balconies can be screened-in with HOA design approval. Non-deeded boat slips are available for a very small fee on a first-come basis. Less than one block to St. Armand’s Circle and a short jaunt from the beach, parks, wildlife centers, 3 yacht & sailing clubs, downtown, The Ritz Carlton, The St. Regis, and a plethora of boutique shops and restaurants. Enjoy breathtaking sunset & turquoise water views from every room over Sarasota Bay and beyond to the Keys. Watching dolphins play and manatees swim along the seawall below your balcony will be a daily occurrence. A more well positioned unit does not exist in Sarasota Harbor (top floor, end unit, Western facing, closest to the water, and closest building to the circle).
Listing is courtesy of: WINKLE AND COMPANY LLC (941-500-9731)
Listing Agent: Holly Winkle (941-500-9731)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000268 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Remarks: One or more photo(s) has been virtually staged. Welcome to waterfront living at Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the designer kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new California Closet custom buildouts. A full size, in-residence washer and dryer make this home as practical as it is luxurious and a versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Enjoy Resort-style amenities and maintenance free living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service and a professional on-site manager provide ease of living just steps from the beautiful waterfront. This residence offers a fabulous lifestyle just moments from Marina Jack, boutique shopping and world -class dining, Opera and Theatre, Whole Foods, St. Armands Circle and Lido Beach. Enjoy the best of the Gulf Coast and peace of mind at Regency House. The building maintains healthy reserves and has completed the Milestone Inspection and Structural Integrity Reserve. Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
1578 RUNNING TIDE PL, SARASOTA, FL 34240
$819,90039 Days on yellowkey MLS ID: A4697520
1 Days Off yellowkey (back on 7/28/2026)
REDUCED by $19,100 (2.3%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2284 Built: 2025Monthly Fee: $295 Tax: $10,684 (2025)Community: Emerald Lndg/Waterside/ Emerald LandingSingle Family
Taxes:$10,684
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: AMAZING OPPORTUNITY – the only one story home available (over 1500SF) in sought after Emerald Landing at Waterside, Lakewood Ranch! Why wait to build? Move right into this exceptional, nearly new Waterline floor plan by David Weekley Homes. Designed with an open-concept layout, the home features 3 bedrooms plus private den with French doors. 3-car tandem garage with an epoxy-coated floor. Stylish upgrades and designer enhancements – impact windows and doors, 10-foot ceilings, plantation shutters, upgraded lighting, and recessed lighting. Sunny great room and dining area flow seamlessly into the beautifully appointed kitchen. Whirlpool stainless steel appliances including a gas cooktop, built-in wall oven and microwave, beverage refrigerator, quartz countertops, stylish tile backsplash, large gathering island, and pantry closet. Inviting primary suite with freestanding soaking tub, spacious walk-in shower, water closet, linen closet, and custom walk-in closet with built-ins. Two additional bedrooms share a full bath, providing comfortable accommodations. Large laundry room with utility sink, countertop space, built-in storage and GE washer and dryer. Extended covered and screened lanai with ceiling fans, overlooking the fenced backyard and extended paver patio. A private gate provides direct access to the community walkway leading to the resort-style pool. The home's beautiful location directly across from the iconic "tree on the lake" creates a picturesque setting. HOA-maintained landscaping and irrigation for a truly carefree lifestyle. Residents of Emerald Landing enjoy exceptional resort-style amenities including a heated lakeside pool with shaded cabanas, clubhouse, pickleball and tennis courts, dog park, fire pit, turf lawn, scenic walking and jogging trails, and a private dock with water taxi access across Kingfisher Lake to Waterside Place. Waterside Place is Lakewood Ranch's premier waterfront destination, offering dining, shopping, a popular Sunday Farmers Market, live entertainment, festivals, and community events year-round. Conveniently located just minutes from University Parkway, I-75, University Town Center, Lakewood Ranch Medical Center, Sarasota-Bradenton International Airport and Lakewood Ranch Main Street, this home provides easy access to premier shopping, dining, entertainment, and everyday conveniences.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Judy Nimz (941-374-0196)
5880 MIDNIGHT PASS RD #511, SARASOTA, FL 34242
$2,490,000150 Days on yellowkey MLS ID: A4684184
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2481 Built: 1982 Tax: $13,010 (2025)Community: CasarinaCondo
Taxes:$13,010
Elementary School: None
High School: None
Remarks: You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
7389 S SERENOA DR, SARASOTA, FL 34241
$1,275,00010 Days on yellowkey MLS ID: A4700404
Bed: 6 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 4429 Built: 1998Monthly Fee: $170 Tax: $9,855 (2025)Community: SerenoaSpa: NoSingle Family
Taxes:$9,855
Remarks: Welcome to 7389 Serenoa Drive, a spacious six-bedroom, three-bathroom residence offering 4,429 square feet of living space in the established Serenoa golf-course community. Situated on an oversized lot of just over half an acre, this thoughtfully updated 1988 home combines generous interior spaces, high ceilings, abundant natural light, and exceptional indoor-outdoor living. The expansive floor plan features multiple living and gathering areas, ceiling fans throughout, oversized closets with built-in shelving, and a combination of wood, porcelain tile, and laminate flooring. Sliding glass doors from nearly every main living area provide direct access to the pool and outdoor entertaining spaces, creating a seamless connection between the interior and private backyard. At the heart of the home is a newly remodeled chef’s kitchen featuring extensive floor-to-ceiling cabinetry, abundant storage and preparation space, new stainless-steel appliances, and beautiful wood flooring. The open layout connects naturally with the surrounding living and dining areas, making it ideal for everyday living and entertaining. Two full bedrooms are located upstairs with access to a private balcony overlooking the pool and peaceful pond. This elevated outdoor space is ideal for watching the sunrise with a morning cup of coffee or relaxing with a book in the afternoon while enjoying the tranquil views. The outdoor living area is designed to embrace the Florida lifestyle. A resort-sized saltwater pool is complemented by a spacious covered seating area, while the expansive backyard provides plenty of room for recreation, entertaining, pets, or simply enjoying the natural surroundings. A large private dog run is located along the side of the home, offering a dedicated outdoor space for pets. The oversized homesite provides exceptional separation and privacy from neighboring homes on both sides. Mature oak trees, established landscaping, and the generous width of the lot create a peaceful and private setting rarely found in traditional residential communities. Serenoa offers a welcoming, family-oriented atmosphere with holiday gatherings held throughout the year, along with monthly social events for adults. Beautiful walking pathways wind through the community, offering a shaded and peaceful setting for walking pets, spending time with family, or enjoying a relaxing morning or evening stroll beneath the canopy of mature oak trees. The property offers golf-course views from the front and a tranquil pond view from the backyard. Serenoa is also known for its natural preserves, established landscaping, mature trees, and abundant Florida wildlife. A three-car garage provides ample parking and storage. The home also includes a distinctive mother-in-law suite, offering valuable flexibility for multigenerational living, extended guests, a private workspace, or additional accommodations. With six bedrooms, multiple living areas, a remodeled chef’s kitchen, extensive storage, direct pool access from much of the home, an upstairs balcony, a resort-sized saltwater pool, a private dog run, and a rare multigenerational layout, this exceptional Serenoa residence offers remarkable space, privacy, versatility, and a strong sense of community.
Listing is courtesy of: LEGACY BAY PARTNERS (941-400-3808)
Listing Agent: Alandra Marfia (941-587-3605)
1850 MAGNOLIA ST, SARASOTA, FL 34239
$2,100,00042 Days on yellowkey MLS ID: A4697162
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3148 Built: 2017 Tax: $21,727 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$21,727
Remarks: Virtually Staged. In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park’s charming Flower Streets, the neighborhood is known for its tree-lined streets, diverse architectural character, and proximity to restaurants, boutiques, gourmet markets, Sarasota Memorial Hospital, Southside Elementary, downtown Sarasota and the Siesta Key bridge. From 1920s bungalows to newly built residences, the area reflects the character and appeal that continues to attract buyers year after year. This home combines spacious living areas with thoughtful design and inviting outdoor spaces. The first floor features 10-foot ceilings, plank tile flooring, and a great room with tray ceilings, an electric fireplace, and triple sliders that open to the patio and pool area. The kitchen is centered around a large island and includes marble countertops, stainless steel appliances and a butler pantry. A den with a Murphy bed and an adjacent full bath offers flexibility for guests, a home office or multi-purpose use. Upstairs, four bedrooms, three baths, and a family room with built-in cabinetry and a beverage refrigerator provide comfortable space for everyday living. The primary suite includes two walk-in closets, dual vanities, a soaking tub and a separate shower. Outdoor living is equally inviting, with a heated saltwater pool and spa, covered entertaining areas and open patio spaces designed for enjoying Sarasota’s year-round sunshine. With easy access to downtown Sarasota, Siesta Key, shopping, dining, healthcare and schools, this home offers an outstanding opportunity in one of the city’s desirable neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Carmen Baskind (941-724-1854)
2480 ALAMEDA AVE, SARASOTA, FL 34234
$1,395,00056 Days on yellowkey MLS ID: A4695803
REDUCED by $55,000 (3.8%) on 07/01/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2421 Built: 1960 Tax: $8,192 (2025)Community: Sarasota Bay ParkSpa: NoSingle Family
Taxes:$8,192
Elementary School: Gocio Elementary
Remarks: Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Catherine Aganmayo (612-910-9915)
7273 CLOISTER DR #121, SARASOTA, FL 34231
$110,000428 Days on yellowkey MLS ID: A4652636
REDUCED by $20,000 (15.4%) on 07/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 734 Built: 1984Monthly Fee: $548 Tax: $1,819 (2024)Community: Gulf Gate GardensCondo
Taxes:$1,819
Elementary School: Wilkinson Elementary
Tax Year: 2024
Middle School: Pine View School
Remarks: REDUCED PRICE! Charming 1-Bed, 1-Bath Condo with a Community pool. Discover comfort and convenience in this cozy FIRST FLOOR condo located in the desirable Gulf Gate area of Sarasota. This cozy unit offers a screened lanai with sliding doors from the bedroom and living rooms. Enjoy the added bonus of a private storage room located just steps from your front door. The amenities included in the HOA fee include Community Pool maintenance, basic cable, water, sewer, and trash service. Whether you're looking for a full-time residence, a seasonal getaway, or a smart investment opportunity, this condo fits the bill. Perfectly situated just minutes from the stunning Gulf Coast beaches, The Legacy Trail, I-75, downtown Sarasota, UTC Mall, and Sarasota-Bradenton International Airport—everything you need is within easy reach. Don’t miss out on this affordable opportunity to own in one of Sarasota’s most sought-after neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Lorin Cabrera (941-248-7259)
7832 BIRDIE BEND WAY, SARASOTA, FL 34241
$700,00041 Days on yellowkey MLS ID: A4697137
3 Days Off yellowkey (back on 7/28/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3253 Built: 2017Monthly Fee: $220 Tax: $4,379 (2025)Community: Fairways/Bent TreeSpa: NoSingle Family
Taxes:$4,379
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Welcome home to this stunning 5-bedroom, 2.5-bath single family home in the highly desirable Fairways at Bent Tree community! Freshly updated with brand new interior and exterior paint, this move-in ready home also features energy-efficient solar panels for added savings. The open-concept kitchen is perfect for entertaining and everyday living, while the versatile upstairs flex room is ideal for a home theater, playroom, gym, or office. A 2-car garage offers convenient storage and parking. Most furniture can be sold on a separate bill of sale for your convenience. Enjoy an unbeatable location: just 25 minutes to the #1 beach in the country, 25 minutes to vibrant downtown with local shops, restaurants, and scenic Bayfront Park, and only 20 minutes to University Town Center for premier shopping and dining. This home offers the perfect blend of comfortable living and prime Florida lifestyle convenience!
Listing Agent: Stephanie Soffer (908-256-1029)
5855 MIDNIGHT PASS RD #314, SARASOTA, FL 34242
$455,000357 Days on yellowkey MLS ID: A4660419
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 751 Built: 1976Monthly Fee: $572 Tax: $3,783 (2024)Community: Harbor Towers Y & RCondo
Taxes:$3,783
Remarks: Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, the Harbor Towers Yach and Racquet Club is a resort-style community offering a long list of amenities including two heated pools, club house with adjacent outdoor grilling patio, state-of-the-art Fitness Center with treadmills, elliptical trainers, free weights, and sauna; Har-Tru Tennis Courts, that are maintained daily, Marina with 40 boat slips available on a first-come, first-served basis, Kayak dry dock with direct launch to intercoastal waters, and Bicycle storage. The complex backs to an intercoastal canal where you can enjoy sitting on benches or relaxing in the shade of Gazebo enjoying water views. Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, with easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. The building just underwent full renovation, including new stucco, new impact glass windows and sliding doors. This 1 bedroom, 1 bath unit located on 3rd floor with elevators is being offered turnkey furnished. It was updated a few years ago and the owner recently put up new vinyl flooring and new closet doors. The spacious living area and the glass and screen enclosed balcony offers partial views of the intracoastal waterway, and the apartment features a plenty of closet space (2 hallway closets and 2 closets in the bedroom), plus the lockable storage space outside of the unit on the same floor. You may enjoy this property for personal use and/or take advantage of the 2-week rental policy to generate income. If you decide to rent, you can take do it on your own or utilize HT onsite rental office. Rental history of this unit is available. Come to experience living in paradise! This complex was just featured in local newspaper!
Listing is courtesy of: FLORIDA & NEW YORK REAL ESTATE (941-321-2383)
Listing Agent: Monika Szkorupova (941-321-2383)
5603 AARON CT, SARASOTA, FL 34232
$649,900118 Days on yellowkey MLS ID: A4688260
REDUCED by $50,000 (7.1%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 2012Monthly Fee: $150 Tax: $6,364 (2025)Community: Oak VistasSingle Family
Taxes:$6,364
Elementary School: Brentwood Elementary
Remarks: **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom pool home tucked away on a quiet cul-de-sac in the Oak Vistas community. Offering over 2,900 sq. ft. of living space, this two-story home features a functional layout designed for both everyday living and entertaining. Inside, the home opens to a welcoming dining area complete with a custom dry bar and wine cooler, creating a great space to host. The layout flows naturally into the kitchen and main living areas. The kitchen is equipped with 42-inch wood cabinetry, granite countertops, stainless steel appliances, and a large center island with ample prep and seating space. The main living area connects seamlessly to the outdoor space, enhancing the home’s open feel. The primary suite is located on the main level and offers a spacious layout with a massive walk-in closet. The upgraded primary bathroom features dual sinks, modern finishes, and dual shower heads. Upstairs, you will find three additional bedrooms along with a large bonus loft space, ideal for a media room, home office, or flexible living area. Step outside to a private, screened-in pool area with a fenced backyard, perfect for relaxing or entertaining. The cul-de-sac setting adds to the home’s quiet and private feel. Conveniently located near UTC, I-75, shopping, dining, and Gulf beaches, this home offers a prime location with low HOA fees and no CDD.
Listing Agent: Toni Zarghami (941-248-2147)
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