Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1841 PARAKEET WAY #1101, SARASOTA, FL 34232
$142,9007 Days on yellowkey MLS ID: A4696605
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 765 Built: 1970 Tax: $1,796 (2025)Community: Vistas On BenevaSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,796
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: AS PROMISED! Extra large 1 bedroom upper level condo has brand new carpet and newly painted walls and ceilings. Light and bright open floor plan has combined living and dining room with French doors opening onto an open deck overlooking the large pool area. Oversized bedroom offers room for a king bed, dresser, small desk and also has a walk-in closet. The kitchen has a window overlooking the pool area, and a pass through/breakfast bar plus plenty of cabinet space. The large bath actually offers 2 rooms - one has the tub/shower combo and the commode, while the other has the sink and linen closet. There is a stack unit washer and dryer in the hallway outside the bedroom. Well-run community with on-site manager (limited hours during certain times), community pool, beautiful clubhouse with state of the art fitness center (get rid of that gym membership fee), large community room and kitchen. This complex is centrally located near shopping and dining and with easy access to downtown, Siesta Key beach, and offering easy access to I-75. Monthly maintenance fee includes water, sewer, trash pickup and reserve funds. The absolutely perfect place for year-round living, or as a vacation getaway. Very pet friendly as well.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Sue Jordan, Pa (941-920-6878)
4541 CHARING CROSS RD, SARASOTA, FL 34241
$510,90041 Days on yellowkey MLS ID: TB8506161
REDUCED by $9,000 (1.7%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2160 Built: 1978Monthly Fee: $29 Tax: $3,771 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,771
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to 4541 Charing Cross Road, a beautifully maintained 3-bedroom, 2-bath pool home offering just under 2,200 heated square feet in the highly desirable Bent Tree Village golf course community. Situated on an oversized quarter-acre lot, this property backs directly to the golf course and offers exceptional privacy, mature landscaping, and peaceful views. With LOW HOA DUES, NO CDD FEES, optional country club membership, and a whole-home water filtration system, this home delivers the perfect blend of comfort, convenience, and lifestyle. French wood doors welcome you into the foyer, where abundant natural light and thoughtfully designed living spaces create an inviting atmosphere throughout. The home features tile flooring in the foyer, kitchen, family room, breakfast nook, and wet areas, while the bedrooms and formal living/dining room combination showcase luxury vinyl plank flooring. Plantation shutters adorn every window, and all windows have been upgraded to impact-resistant double-pane windows for added energy efficiency and peace of mind. The kitchen is designed with both functionality and style in mind, featuring Corian countertops, stainless steel appliances, an undermount sink, a beautiful backsplash, and a large built-in pantry for ample storage. The breakfast nook overlooks the family room, creating an open and inviting layout that is perfect for both everyday living and entertaining. The spacious family room is anchored by a stunning stone wood-burning fireplace, creating the perfect gathering space. Multiple sets of sliding glass doors from the kitchen, living room, and primary suite seamlessly connect the indoor living areas to the covered lanai and screened pool area complete with a pool heater. Surrounded by lush tropical landscaping, the backyard offers a private retreat ideal for entertaining or relaxing year-round. The generously sized primary suite features private access to the lanai, dual closets including a walk-in closet and built-in closet, and an en-suite bathroom with double vanities and a beautifully tiled walk-in shower. The split-bedroom floor plan provides added privacy, with two additional bedrooms and a full guest bathroom located on the opposite side of the home. Additional updates include a 2019 HVAC system, updated electrical in 2018, and a reinforced garage door installed in 2018. Residents of Bent Tree Village enjoy access to a community lake for small boats and fishing with permit, along with optional golf and country club amenities. Located within an A-rated school district, with the elementary school just a short golf cart ride away, this home also offers convenient access to I-75, shopping, dining, Gulf beaches, and world-class healthcare facilities.
Listing is courtesy of: ASSIST 2 SELL THE ESHACK TEAM (813-400-1395)
Listing Agent: Aaron Eshack (813-917-3765)
20 WHISPERING SANDS DR #1201, SARASOTA, FL 34242
$1,195,000156 Days on yellowkey MLS ID: A4678026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $10,552 (2025)Community: Whispering SandsCondo
Taxes:$10,552
Elementary School: Phillippi Shores Elementary
Remarks: A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every direction, offering a daily masterpiece of colors that shift with the rising and setting sun. Wake up to breathtaking Gulf views that seem to stretch to infinity, offering a tranquil retreat from the ordinary. In the evening, enjoy the golden hues of Florida sunsets and starlit dinners from your expansive 28’ balcony, where the Gulf breezes and soft cries of the seagulls serve as the perfect soundtrack. This penthouse is more than just a property – it’s also a canvas for your imagination. Distinctive architectural elements and premium untapped potential invite you to curate a space that reflects your own unique style and vision. Whether you envision modern sophistication, coastal charm, or timeless elegance, the untapped possibilities of this unit invite your imagination to run free as you create the ultimate sanctuary tailored to your personal vision. Whispering Sands' relaxed, informal lifestyle provides the perfect backdrop for your next chapter. Start your day with a set of vigorous laps or water aerobics in one of two beautiful, heated pools - one beachside, one clubside. You’ll never need to leave the property to get your gym workout in the main clubhouse currently undergoing a complete remodel. Plant your feet in the cool quartz sand and enjoy daily dips in the balmy Gulf. Beach loungers are set out daily for the exclusive use of owners. Enjoy an impromptu game of beachside shuffleboard followed by a picnic supper at the Tiki Hut. Whether spending time exploring the vibrant cultural offerings of Sarasota just across the North Bridge, indulging in the local arts scene, or simply relaxing on your breezy private balcony with a good book, the options this property offers are endless. Secure your private viewing of this unique residence and claim your place in this coveted coastal community!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
7362 SILVER FERN BLVD #8, SARASOTA, FL 34241
$282,000153 Days on yellowkey MLS ID: A4678528
REDUCED by $6,900 (2.4%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1982Monthly Fee: $719 Tax: $2,672 (2025)Community: Hammocks IiiCondo
Taxes:$2,672
Remarks: Discover the potential of this spacious three bedroom, two bath condominium located in the heart of Sarasota, Florida, within the desirable Bent Tree community in Hammocks III. Offering 2,124 square feet of living space, this home features a generous floor plan designed for comfortable living and entertaining. Brand new flooring and Kitchen cabinets and counter tops as well as new vanity's in both bathrooms. One of the highlights of the property is the generously sized outdoor living space, perfect for relaxing, and would make a great outdoor living space. Residents also enjoy access to a community pool, ideal for unwinding and socializing. Brand new Kitchen and Bathroom vanity's as well as new flooring throughout. Conveniently located near shopping, dining, and Sarasota’s renowned beaches, this condominium offers exceptional potential in a sought-after setting.
Listing is courtesy of: BANG REALTY - NAPLES (888-737-1162)
Listing Agent: Michael Amerine (941-539-4235)
732 SIESTA DR, SARASOTA, FL 34242
$2,995,000473 Days on yellowkey MLS ID: A4640849
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3743 Built: 1956 Tax: $13,183 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$13,183
Tax Year: 2024
Remarks: Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
5108 SANDY SHORE AVE, SARASOTA, FL 34242
$1,050,00026 Days on yellowkey MLS ID: A4694309
1 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1681 Built: 1960 Tax: $4,305 (2025)Community: Sara SandsSpa: NoSingle Family
Taxes:$4,305
Remarks: Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000358 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Taxes:$7,456
Elementary School: Southside Elementary
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
2304 SEATTLE SLEW DR, SARASOTA, FL 34240
$595,000149 Days on yellowkey MLS ID: A4678513
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $4,000 (0.7%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1935 Built: 1994Monthly Fee: $58 Tax: $4,248 (2025)Community: Paddocks WestSpa: NoSingle Family
Taxes:$4,248
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. 2304 Seattle Slew Dr, Sarasota — Immaculate, move-in ready single-family home in a quiet neighborhood with a convenient location. This inviting residence features an open living area anchored by a cozy fireplace, plenty of light, vaulted ceilings, no carpet anywhere and easy-care luxury vinyl plank flooring throughout, a modern kitchen, and a private pool with generous outdoor entertaining space framed by new pavers and landscaping. Updates & upgrades include: 2022 — pool resurfaced, pool heater installed, interior and exterior paint refreshed; 2023 — new AC, luxury vinyl plank (no carpet) installed throughout, new privacy fence; 2024 — quartz countertops and updated cabinetry in the kitchen; 2025 — all-new windows and exterior doors, new appliances, new pavers, new gutters, refreshed landscaping, new pool motor and LED pool light. Conveniently located near The Celery Fields, beaches, top-rated schools, University Town Center, and Waterside. This turnkey home blends contemporary finishes with reliable systems for comfortable Sarasota living. Schedule a showing to see the full scope of improvements.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jason Caller (941-301-5083)
4242 MADEIRA CT #3315, SARASOTA, FL 34233
$279,00071 Days on yellowkey MLS ID: A4685842
REDUCED by $10,000 (3.5%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1989Monthly Fee: $458 Tax: $1,180 (2025)Community: Casa Del Sol Sec ViiCondo
Taxes:$1,180
Elementary School: Ashton Elementary
Remarks: Move-in ready and thoughtfully updated, this beautiful 2-bedroom, 2-bathroom end-unit home offers the perfect combination of comfort, style, and scenic surroundings. The inviting interior features an open and airy layout, enhanced by hurricane-impact windows and a hurricane-rated sliding glass door for both safety and peace of mind. Elegant plantation shutters add a refined touch, while a built-in TV with an electric fireplace creates a warm and cozy living area. The eat-in kitchen is ideal for casual dining offering ample space and functionality. The primary suite serves as a private retreat, complete with a walk in closet and a beautifully updated ensuite bath featuring high-end finishes, including a custom-made vanity sourced from North Carolina. The primary bathroom has been tastefully renovated within the last two years. Additional major upgrades include a full plumbing repipe, along with a water heater, washer, and dryer all replaced just two years ago—ensuring modern efficiency and reliability. One of the standout features of this home is the converted, air-conditioned back patio, perfect for use as a sunroom, home office, or additional living space to enjoy year-round comfort while taking in the tranquil lake views. Located in the desirable Casa Del Sol community, residents enjoy a vibrant lifestyle with amenities including tennis and pickleball courts, shuffleboard, bocce ball, a heated pool for cooler months, and a clubhouse with a pool, poker tables, a gym, books and endless ongoing activities. Conveniently situated near I-75, this home is just a short drive to Siesta Beach, University Town Center, Waterside, and downtown Sarasota—offering easy access to shopping, dining, and the world-renowned Gulf Coast beaches. This exceptional home truly offers the best of Florida living—schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carey Hibbs (941-915-9235)
2124 CLEMATIS PL, SARASOTA, FL 34239
$2,299,000363 Days on yellowkey MLS ID: A4656371
3 Days Off yellowkey (back on 6/1/2026)
REDUCED by $101,000 (4.2%) on 05/13/2026
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3574 Built: 2025 Tax: $4,726 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,726
Remarks: PRICE IMPROVEMENT | SELLER MOTIVATED. Now presenting a stunning new construction residence in Arlington Park, built by Courtyard Modern Development, where modern design, functionality, and Sarasota luxury lifestyle come together seamlessly. This exceptional two-story home offers 6 bedrooms, 7 full bathrooms, and approximately 3,574 sq ft of living space, thoughtfully designed to deliver both elegance and comfort in every detail. The first level welcomes you with an open-concept layout featuring a spacious living room, dining area, and chef-inspired kitchen, complemented by a walk-in pantry and dedicated laundry room. The primary suite is conveniently located on the main floor, offering privacy and comfort, complete with a large primary bathroom and large walk-in closet. Builder will design a custom closet configuration to reflect the future homeowner's personal needs. An additional guest bedroom with en-suite bath is also located on this level. In addition, enjoy the convenience of a full bathroom that opens to the pool area. The second level features four generously sized bedrooms, each with its own en-suite bathroom and large closets, providing ultimate privacy and convenience for family and guests. Step outside and experience true Florida living with a private pool and spa, expansive outdoor areas including a large covered balcony overlooking the pool, a planned outdoor grill space, perfect for entertaining or relaxing year-round. You will also enjoy the beautifully and thoughtfully designed landscaped yard. Additional features include a 2-car garage and extended driveway. Zoned for the A-rated , this home is ideally located just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, and Southside Village. This is your opportunity to enjoy a home perfectly blending luxury, location, and lifestyle.
Listing Agent: Alberto Rueda Ramirez (701-314-6916)
3610 NARANJA WAY #8510, SARASOTA, FL 34232
$293,00033 Days on yellowkey MLS ID: A4693394
REDUCED by $19,000 (6.1%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $2,715 (2025)Community: Village Plaza Sec 5Villa
Taxes:$2,715
Remarks: Nestled on a quiet dead-end street in the highly sought-after 55+ community of Village Plaza, this beautifully renovated Sarasota villa offers the perfect blend of comfort, style, and convenience. Featuring 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, the home showcases an open-concept layout with soaring vaulted ceilings and abundant natural light throughout the main living area. The updated kitchen features modern finishes and flows seamlessly into the dining and living spaces, creating an ideal setting for both everyday living and entertaining. Neutral tones and laminate flooring throughout provide a clean, cohesive aesthetic, while recent upgrades include a new water heater (2026), comfort-height toilets (2025), all water lines replaced (2023), appliances (2023), and durable, waterproof epoxy-coated garage flooring for added style and practicality. Enjoy year-round Florida living from the enclosed lanai, the perfect space for morning coffee or evening relaxation. Village Plaza is known for its vibrant social atmosphere and resort-style amenities, including a clubhouse, heated community pool, pickleball courts, fitness center with sauna and showers, billiards, and shuffleboard. Ideally located just minutes from downtown Sarasota, the community also offers convenient walkable access to shopping, dining, and everyday essentials. Outdoor enthusiasts will appreciate being less than a mile from the renowned Legacy Trail, one of Sarasota’s premier destinations for walking, biking, and recreation. This exceptional villa combines thoughtful updates, an active lifestyle, and an unbeatable location in one of Sarasota’s most desirable communities.
Listing is courtesy of: MORGANDO REALTY SERVICES, LLC (866-665-2531)
Listing Agent: Gina Morgando (941-773-7355)
1160 WAGON WHEEL DR, SARASOTA, FL 34240
$1,500,000194 Days on yellowkey MLS ID: A4673997
REDUCED by $25,000 (1.6%) on 06/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2467 Built: 1976 Tax: $5,221 (2024)Community: Fox Creek AcresSingle Family
Taxes:$5,221
Remarks: Welcome to a private 5 acre luxury estate, a rare multi residence retreat in the heart of Sarasota. Tucked behind a picturesque canopy of mature oaks and white ranch fencing, this exceptional property offers unmatched space, serenity, and versatility, featuring a beautifully maintained main residence, a fully equipped two story barn home with both upstairs and downstairs living accommodations, a sparkling saltwater pool, and acres of cleared usable land. The main home offers 3 bedrooms plus a large game room with a full closet that can serve as a fourth bedroom, office, or flex space depending on the buyer’s needs, along with multiple living areas and wide open spaces filled with natural light and peaceful views of the pool and surrounding acreage. Meaningful updates include appliances replaced in 2024, a whole house water softener system in 2024 including the apartment, septic pumped in 2024 with a new leech bed installed for both the home and apartment, a saltwater pool pump replaced in 2024, AC replaced in 2020, water heater replaced in 2019, and a durable metal roof from 2008. The expansive kitchen opens to the pool and living areas, complemented by a beautiful stone fireplace and a large bonus room perfect for a billiards room, playroom, gym, or hobby space. Outdoor living shines with a fenced saltwater pool and paver deck, ideal for sunny afternoons and relaxed evenings under the mature oak trees. The two story barn home is divided into two separate units, offering incredible flexibility for multigenerational living or rental income. The upstairs unit features 2 bedrooms and 1 and a half bathrooms, along with 2015 appliances and a private screened balcony overlooking the property. The downstairs unit includes 1 bedroom and 1 bathroom, updated flooring, granite counters, a 2020 stove and dishwasher, and a 2022 refrigerator. The barn also features a metal roof from 2006 and benefits from the recent septic upgrades. The full 5 acres are fully fenced and usable, perfect for horses, gardens, recreational vehicles, or future expansion, all accessed by a beautiful winding paved driveway and an oversized three car garage. This property offers peaceful privacy while still being close to shopping, dining, medical facilities, parks, I 75, and just a short drive to Siesta Key, Lido Key, and the world renowned Gulf Coast beaches.
Listing Agent: Katie Cobb (913-744-0248)
5155 HIDDEN HARBOR RD, SARASOTA, FL 34242
$1,995,000145 Days on yellowkey MLS ID: G5107159
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 1973Monthly Fee: $332 Tax: $7,806 (2025)Community: Hidden HarborSpa: NoSingle Family
Taxes:$7,806
Remarks: Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
482 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$3,840,000205 Days on yellowkey MLS ID: A4664936
REDUCED by $10,000 (0.3%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2757 Built: 2026Monthly Fee: $89 Tax: $6,154 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,154
Remarks: Under Construction. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,539,000165 Days on yellowkey MLS ID: A4676707
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
4576 BLISS RD, SARASOTA, FL 34233
$385,00092 Days on yellowkey MLS ID: A4685762
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $10,000 (2.5%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Remarks: Welcome to 4576 Bliss Road, a beautifully updated family home nestled in one of Sarasota’s most desirable neighborhoods, renowned for its top-rated schools and friendly community atmosphere. This spacious 3-bedroom, 2-bathroom residence is thoughtfully designed with a smart split floor plan that provides both privacy and comfort for every member of your family. Step inside to discover brand-new plumbing and elegant, durable luxury vinyl plank flooring that flows seamlessly throughout the home, combining style with practicality for busy family life. The bathrooms have been meticulously remodeled to create spa-like retreats, blending modern elegance with functionality, ensuring a relaxing and rejuvenating space for your family to unwind. Additional upgrades include impact-resistant windows that offer peace of mind and energy efficiency, along with a complete home repipe to ensure long-lasting reliability. Outside, you’ll find a fully fenced yard that offers a safe, private oasis for children and pets to play freely or for hosting unforgettable family gatherings and celebrations. Whether it’s a quiet evening on the patio or a lively weekend BBQ, this outdoor space is designed to accommodate all your family’s needs. This home perfectly marries the timeless charm of classic Sarasota updates that buyers desire—all within a highly sought-after school district that prioritizes education and community values. Don’t miss this rare opportunity to secure a comfortable, stylish, and welcoming home at 4576 Bliss Road, where your family’s new chapter awaits.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Robert Krasow (941-363-6507)
2753 VALENCIA DR, SARASOTA, FL 34239
$575,00070 Days on yellowkey MLS ID: TB8493972
REDUCED by $20,000 (3.4%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1957 Tax: $4,166 (2025)Community: South GateSingle Family
Taxes:$4,166
Remarks: Welcome to 2753 Valencia Drive, a beautifully reimagined 2-bedroom, 2-bath residence offering 1,541 square feet of light-filled living in the heart of Sarasota. From the moment you arrive, the home’s clean mid-century lines, fresh exterior finishes, and inviting covered entry set the tone for what’s inside. Step through the front door into a bright, open living space where wide-plank flooring, recessed lighting, and a soft neutral palette create a warm yet modern feel. The spacious living room flows effortlessly into a secondary sitting area centered around a charming brick fireplace perfect for relaxing evenings or entertaining guests. The fully renovated kitchen is both stylish and functional, featuring crisp white shaker cabinetry, quartz countertops, stainless steel appliances, designer backsplash, and elegant gold hardware accents. Thoughtful details and ample storage make this space as practical as it is beautiful. Just beyond, a sun-drenched dining area is surrounded by large windows that bring the outdoors in, creating the perfect setting for morning coffee or intimate dinners while overlooking the private backyard. Both bathrooms have been tastefully updated with modern vanities, upgraded fixtures, and clean, timeless finishes. The bedrooms are generously sized, offering comfort and flexibility for guests, a home office, or everyday living. Step outside to a spacious backyard with room to create your own outdoor oasis whether it’s a pool, garden, or entertaining space. The covered patio adds even more versatility for year-round enjoyment. Ideally located in one of Sarasota’s most desirable areas, this home places you just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. This is a rare opportunity to own a move-in-ready home that perfectly blends modern updates with timeless charm your Florida lifestyle starts here.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
5661 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$463,000146 Days on yellowkey MLS ID: A4678954
REDUCED by $6,900 (1.5%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,629 (2025)Community: White Sands VillageCondo
Taxes:$4,629
Remarks: Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community pool, creating a relaxed island atmosphere. White Sands Village offers water access with Gulf-front amenities and boat slips available via waitlist, perfect for boating enthusiasts. This property may be used as a rental or income-producing investment with a minimum 2-week rental period, making it an excellent option for seasonal use or short-term rental opportunities. Ideally located across the street from world-famous Siesta Key Beach, along with nearby restaurants, shopping, and entertainment, plus convenient on-and-off island access. Whether you’re looking for a full-time residence, vacation retreat, or rental investment, this property delivers the best of the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Blakeney (616-795-6545)
206 HOURGLASS WAY #V10, SARASOTA, FL 34242
$640,00039 Days on yellowkey MLS ID: A4690141
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1462 Built: 1968Monthly Fee: $1,793 Tax: $5,579 (2025)Community: Whispering SandsVilla
Taxes:$5,579
Remarks: Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!
850 S TAMIAMI TRL #801, SARASOTA, FL 34236
$325,00013 Days on yellowkey MLS ID: TB8515223
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,584 (2025)Community: Central Park Sec 2 Ph 1Condo
Taxes:$4,584
Remarks: Seller is Agent/Broker
Listing is courtesy of: BAILEY AND ASSOCIATE (951-741-5626)
Listing Agent: Katherine Bailey (951-741-5626)
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