Location: Sarasota , 34231
Do Not Show Listings
1602 STICKNEY POINT RD #2-104, SARASOTA, FL 34231
$499,0009 Days on yellowkey MLS ID: A4699936
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $4,443 (2025)Community: Castel Del MareSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,443
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Nestled in the heart of Sarasota's coastal paradise, this beautifully renovated, TURNKEY FURNISHED waterfront condominium offers exceptional bay views and the effortless Florida lifestyle you've been searching for. Located in the highly sought-after Castel Del Mare, affectionately known as the "Hidden Jewel on the Bay," this beautifully updated first-floor 2-bedroom, 2-bath residence is less than one mile from Siesta Key Beach access and just minutes from downtown Sarasota, St. Armands Circle, premier dining, shopping, and entertainment. Step inside to discover a bright, inviting interior where tranquil water views immediately capture your attention. Thoughtfully renovated throughout, the residence showcases luxury vinyl plank flooring, a beautifully redesigned kitchen with shaker-style cabinetry, quartz countertops, tile backsplash, updated hardware and fixtures, generous workspace, and abundant storage. The spacious living and dining areas flow seamlessly to the private lanai, creating the perfect setting to relax while enjoying peaceful bay breezes and picturesque waterfront scenery. The generous primary suite offers beautiful water views, ample closet space, and a beautifully updated en-suite bath, while the guest bedroom and renovated second bath provide comfortable accommodations for family and visitors. Being offered completely turnkey furnished, this residence is ready to enjoy immediately as a full-time home, seasonal retreat, or investment opportunity. Beyond the residence, Castel Del Mare offers an exceptional collection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, kayak launch and storage, fishing, and a scenic waterfront boardwalk that winds throughout the beautifully landscaped community. Spend your days relaxing beside the bayfront pool, launching a kayak on the Intracoastal Waterway, watching dolphins and boats drift by, or taking in breathtaking Sarasota sunsets. With Siesta Key Beach just moments away and everything Sarasota has to offer within easy reach, this move-in ready waterfront retreat delivers an exceptional combination of location, lifestyle, and value. Schedule your private showing today and experience the best of Florida waterfront living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
1827 BAYWOOD DR, SARASOTA, FL 34231
$1,925,00011 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
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: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jan Means (941-544-1449)
5469 RIVERBLUFF CIR #42, SARASOTA, FL 34231
$234,900153 Days on yellowkey MLS ID: A4683312
REDUCED by $10,100 (4.1%) on 07/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,459 (2025)Community: Strathmore RiversideSpa: NoCondo
Taxes:$2,459
Elementary School: Phillippi Shores Elementary
Remarks: MOTIVATED SELLERS — BRING OFFERS! A rare chance to own a beautifully updated villa in Strathmore Riverside, one of Sarasota’s most desirable 55+ waterfront communities with direct Gulf access via Phillippi Creek. Just 1.9 miles to the Siesta Key South Bridge, you’re minutes from world-famous beaches, dining, and the beloved Detwiler’s Farm Market. Step inside this light, bright, and stylishly renovated 2-bed, 2-bath villa featuring a smart floor plan and luxury vinyl plank flooring throughout. The modern kitchen shines with quartz countertops, wood cabinetry, stainless steel appliances, and a generous entertaining island that anchors the space. Enjoy the serenity of no rear neighbors and peaceful open green-space views—your own private oasis. Both bathrooms are tastefully updated, and plantation shutters add a polished, coastal feel. Additional perks include updated windows, a covered carport, attached laundry room, and extra storage. Seller will provide a homeowner's warranty effective the day of closing at no additional cost to buyers; for one year. Strathmore Riverside offers a true resort-style lifestyle with a heated pool, clubhouse, fitness center, sauna, and a full calendar of social activities. Easy access to Sarasota's artistic events such as symphony, ballet, opera and Broadway shows. Boat slips are available for $1344.00/year, (first come first served) making this a dream for boating enthusiasts. Monthly dues include basic cable, water, trash, and sewer, ensuring easy, low-maintenance living. This is the Florida lifestyle buyers are searching for—don’t let it slip away. Call to see it today!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000539 Days on yellowkey MLS ID: A4637673
REDUCED by $310,000 (4.9%) on 04/20/2026
Bed: 4 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 4866 Built: 2025Monthly Fee: $25 Tax: $7,375 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$7,375
Tax Year: 2024
Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
1805 MARBETH ST #1805/1807, SARASOTA, FL 34231
$449,9002 Days on yellowkey MLS ID: A4700878
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1694 Built: 1979 Tax: $3,772 (2025)Community: North Vamo Sub 2Spa: NoHalf Duplex
Taxes:$3,772
Middle School: Sarasota Middle
Remarks: Two homes, one savvy investment—this full duplex hands you double the opportunity beneath a single roof. Each side offers two bedrooms and a bathroom, along with a range, refrigerator, and the everyday luxury of an in-unit washer and dryer. Across a combined sixteen hundred ninety-four square feet, there's room enough to house tenants on both sides or live in one while the other quietly pays your way. Here's where imagination earns its keep. This property practically begs for a thoughtful refresh—modern finishes, updated fixtures, a splash of style—and the upside for anyone willing to roll up their sleeves is genuinely exciting. Whether you rent both units for steady dual income or reserve one as your own, the numbers have a pleasant way of adding up. Location does plenty of heavy lifting too. Sprouts Farmers Market sits practically next door, turning weekly grocery runs into a two-minute errand. Wharf Road Park offers a nearby patch of green for morning outings or lazy weekend afternoons, and a convenient bus stop along the Tamiami Trail keeps you connected to the wider area. Downtown Sarasota, sandy shores, and an ever-growing lineup of shops and eateries all stay comfortably within reach. Rarely does a property balance solid rental potential with such an inviting canvas for improvement. For investors chasing cash flow or dreamers ready to build sweat equity, this one checks the right boxes. New Septic being installed. Curious what a little vision could unlock? Schedule your showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Drew Betz, Llc (941-224-8402)
$449,9002 Days on yellowkey MLS ID: A4700880
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1694 Built: 1979 Tax: $3,772 (2025)Community: North Vamo Sub 2Spa: NoApartment
Remarks: Attention income seekers: here's a full duplex where two complete homes share one smart investment, each offering two bedrooms, one bath, and a floor plan ready to put money to work. With 1,694 square feet spread across both sides, this property practically hands you a built-in revenue stream from the moment you turn the key. The math is refreshingly straightforward. Two rentable units mean two monthly checks, giving you the flexibility to lease both for maximum yield or live in one while the other quietly covers your costs. Each home comes equipped with a range, refrigerator, and its own washer and dryer—amenities that keep tenants happy and turnover low. Better still, the property carries genuine renovation upside; a few thoughtful updates could lift rents and boost your return in short order. Location does plenty of the heavy lifting when it comes to attracting quality renters. Sprouts Farmers Market sits practically next door for effortless grocery runs, while Wharf Road Park offers green space for weekend leisure just around the corner. A nearby bus stop along Tamiami Trail keeps tenants well connected, and the surrounding Sarasota neighborhood adds steady demand that landlords love. Whether you're building a rental portfolio, seeking a house-hack that pays your mortgage, or simply chasing dependable cash flow, this duplex delivers the fundamentals plus room to grow. Opportunities that combine location, layout, and upside like this move quickly. Schedule your private showing today and start counting the returns. New Septic System being installed.
2135 LEE LN, SARASOTA, FL 34231
$499,0002 Days on yellowkey MLS ID: A4700793
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1118 Built: 1955 Tax: $4,753 (2025)Community: Las Lomas De SarasotaSpa: YesSingle Family
Taxes:$4,753
Remarks: Enjoy the best of Sarasota living in this beautifully updated pool home, ideally located just minutes from Siesta Key Beach, downtown Sarasota, shopping, and dining. The open floor plan features an updated kitchen with granite countertops, white cabinetry, stainless steel appliances, and tile flooring throughout. Step outside to your private backyard oasis with a heated saltwater pool and spa completed in 2024, surrounded by an expansive paver patio and fully fenced yard. Major updates include a 2024 tankless water heater, 2020 roof, and 2016 HVAC, offering peace of mind and move-in-ready convenience. A successful short-term rental, this property is ideal as a primary residence, vacation home, or income-producing investment.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
2920 GULF GATE DR, SARASOTA, FL 34231
$479,00045 Days on yellowkey MLS ID: A4696797
REDUCED by $16,000 (3.2%) on 07/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1572 Built: 1965 Tax: $4,521 (2025)Community: Gulf GateSingle Family
Taxes:$4,521
Remarks: Welcome to this stunning, fully renovated home that feels brand new from top to bottom. Featuring 3 bedrooms, 2 beautifully updated bathrooms, and a bright, open-concept floor plan, this home is perfectly designed for both comfortable everyday living and effortless entertaining. The spacious Florida room extends your living space and overlooks a large paver patio, creating the perfect setting for outdoor gatherings in the private, fully fenced backyard. Thoughtfully updated throughout, this move-in-ready home boasts new hurricane rated windows, a stylish kitchen with new appliances, fully remodeled bathrooms, tile flooring, restored terrazzo floors, a paver driveway and patio, and a whole-house water filtration system. The chef-inspired kitchen showcases white shaker-style solid wood cabinetry, elegant granite countertops, a custom tile backsplash, stainless steel appliances, a generous pantry, and a large center island with breakfast bar seating—ideal for casual dining and entertaining. Located in a highly desirable Sarasota area, you'll enjoy convenient access to shopping, dining, top-rated schools, and the vibrant cultural attractions of downtown Sarasota, including theaters, opera, and museums. Best of all, you're just minutes from world-famous Siesta Key Beach, consistently ranked among the best beaches in the country. This exceptional home combines modern updates, indoor-outdoor living, and an unbeatable location—everything today's buyers are looking for. Call for a private showing!
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
5865 TIDEWOOD AVE #8, SARASOTA, FL 34231
$279,00010 Days on yellowkey MLS ID: A4699380
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,656 (2025)Community: Baywood Colony Sec 2Spa: NoVilla
Taxes:$2,656
Remarks: Maintenance-Free Living Just Minutes from Siesta Key Beach! Enjoy the Florida lifestyle in this beautifully updated 2-bedroom, 2-bathroom villa, ideally located just a short bike ride from the world-famous Siesta Key Beach. This move-in-ready home has been thoughtfully updated throughout, featuring new flooring, modern appliances, renovated bathrooms, and impact-resistant windows for style, comfort, and peace of mind. The bright, open layout creates an inviting space that’s perfect for relaxing or entertaining. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this maintenance-free villa offers the perfect blend of convenience and coastal living. Spend your days biking to the sugar-white sands of Siesta Key, exploring nearby shopping and dining, or simply enjoying the low-maintenance lifestyle. Don’t miss your chance to own this beautifully updated villa in one of Florida’s most desirable locations!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tiffiany Harford (941-650-4530)
7637 COVE TER, SARASOTA, FL 34231
$3,295,000136 Days on yellowkey MLS ID: A4684647
REDUCED by $200,000 (5.7%) on 05/29/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3799 Built: 2004Monthly Fee: $25 Tax: $27,740 (2025)Community: Southpointe Shores Unit 1Spa: YesSingle Family
Taxes:$27,740
Remarks: Price improved to sell! 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, granite counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. For added peace of mind, the home is elevated to nearly 12 feet — well above FEMA flood plain requirements. A host of thoughtful upgrades further protect and elevate your lifestyle: new hurricane-grade front entry doors (2024), a fully redone 100.7-foot seawall (2015), two 5-ton A/C units (2026 & 2024, each with a transferable 10-year warranty), and fresh interior and exterior paint (2024). The home is also equipped with gas, and a dedicated 45-gallon water heater for the primary suite. Tile roof and block/stucco construction ensure lasting durability. To top it all off, storage is never a concern — enjoy an attached 2-car garage plus an additional oversized 1-car garage, perfect for a third vehicle or extra storage for your water toys! Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Julie Lojacono Mackie (773-704-1438)
4615 LORDS AVE, SARASOTA, FL 34231
$269,90066 Days on yellowkey MLS ID: TB8510731
REDUCED by $50,100 (15.7%) on 07/24/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 912 Built: 1957 Tax: $3,359 (2025)Community: Bahama HeightsSingle Family
Taxes:$3,359
Elementary School: None
High School: None
Middle School: None
Remarks: Short Sale. Third party authorization approvaL Charming and move-in ready, this beautifully updated Sarasota home offers 3 bedrooms, 1 bathroom, and 1-car garage. Situated on a good size conner lot, the property features a large fenced backyard with plenty of room for entertaining, gardening, pets, or even adding a pool. Inside, you’ll find a bright and inviting layout with comfortable living spaces and well-sized bedrooms. Conveniently located just minutes from world-famous Siesta Key Beach, shopping, dining, schools, and major roadways, this home is perfect as a primary residence, vacation getaway, or investment opportunity. No HOA, giving you flexibility and freedom to make this property your own. Don’t miss your chance to own a piece of Sarasota living!
Listing is courtesy of: SHARKS REALTY GROUP LLC (813-580-4901)
Listing Agent: Agnes Serrano (813-928-4638)
1428 PINE BAY DR, SARASOTA, FL 34231
$1,915,00052 Days on yellowkey MLS ID: A4695249
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2820 Built: 1978 Tax: $13,390 (2025)Community: Pine BaySpa: YesSingle Family
Taxes:$13,390
Remarks: A rare opportunity within the coveted West of Trail enclave of Pine Bay, this beautifully renovated residence is nestled on a quiet dead-end street near the historic Field Club and offers the perfect blend of privacy, sophistication, and convenience. Designed for effortless Florida living, this 4-bedroom, 3.5-bath home is filled with natural light, soaring vaulted ceilings, clerestory windows, and dramatic walls of glass. Twelve sets of sliding doors blur the line between indoors and out, wrapping around a stunning screened courtyard with a heated pool and spa to create a private resort-like setting rarely found at this price point. The thoughtfully redesigned interior showcases quartz countertops, custom cabinetry, designer finishes, induction cooking, rich engineered hardwood flooring, custom built-ins, and integrated smart home technology. Every space has been curated for both comfortable daily living and elegant entertaining. Outside, mature tropical landscaping surrounds the renovated pool and spa, featuring new tile, resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen, creating an extraordinary outdoor retreat for gatherings, relaxation, or movie nights under the stars. Peace of mind comes with substantial recent improvements including 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated glass and doors, 2024 Kohler whole house generator, Savant smart home system with electric blinds, whole house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3 car garage with an air conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world class dining, shopping, and cultural attractions, this exceptional West of Trail residence delivers the privacy of a hidden enclave with the convenience of Sarasota’s most desirable destinations at your doorstep.
5927 DRIFTWOOD AVE, SARASOTA, FL 34231
$500,00066 Days on yellowkey MLS ID: A4694069
REDUCED by $75,000 (13.0%) on 06/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1412 Built: 1969 Tax: $3,188 (2025)Community: FlorenceSpa: NoSingle Family
Taxes:$3,188
Remarks: Welcome to 5927 Driftwood Ave., Sarasota, FL 34231—a classic Florida ranch home nestled in a desirable “West of Trail” community, just one block from the Intracoastal Waterway. Set on over a quarter of an acre, this Sarasota property offers a rare combination of timeless charm and modern updates in a location central to Siesta Key’s world-famous beaches, Phillippi Estate Park, and all the shopping, dining, and entertainment Sarasota is known for. The curb appeal stands out with a covered front porch and a welcoming Florida feel. Inside, the great room features open living and dining spaces with tile floors, a chandelier with ceiling medallion, and a crown-molding accent wall. Sliding doors connect the living area to a bright home office, offering an ideal setting for relaxation or entertaining. The kitchen is designed for both style and function, featuring custom white cabinetry with generous storage, gold hardware and fixtures, gold-veined white countertops, and a dedicated coffee station. A gas range is exciting for anyone who loves to cook, and the laundry is conveniently located just off the kitchen. Enjoy an apron sink, custom floor-to-ceiling pantry, stainless steel appliances, and a peninsula bar with drop lighting. There is also direct entry to the attached two-car garage with attic storage. Out back, your private backyard oasis awaits—surrounded by palm trees and privacy fencing. The heated open-air pool and covered lounge area—equipped with double ceiling fans—create a true Sarasota retreat for dining, relaxing, or entertaining. The pool bath features artisan blue scalloped tile, a walk-in shower with dual rainfall heads, a vessel sink atop a white shaker vanity with gold fixtures, and a sculptured mirror, all in an airy, light-filled palette. Both bedrooms offer wood-tone flooring, ceiling fans, and customized closet storage. The primary suite includes a walk-in closet and a recently updated en suite bathroom with a glass-enclosed, walk-in shower and marble-topped vanity. The second bedroom features mirrored closet doors and built-in organizer shelving. Additional storage is available in the hallway closet and attic. Practical features include partially updated windows and a propane tank. With no HOA restrictions at 5927 Driftwood Ave., you’ll enjoy the flexibility to bring your boat, RV, or other recreational vehicles—offering convenience for a variety of interests. Updates have already been started, allowing for your own finishing touches over time. Built in 1969, this home reflects the enduring craftsmanship of its era while providing endless opportunities for personalization. The unbeatable location, spacious lot, and flexible amenities make this Sarasota home a fantastic choice for those seeking a full-time residence or investment in a rapidly appreciating neighborhood. Experience the best of Sarasota living at 5927 Driftwood Ave.—just blocks from the Intracoastal Waterway, minutes to Siesta Key, and close to everything that makes Sarasota, Florida, such a desirable place to call home.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
1404 KENILWORTH ST, SARASOTA, FL 34231
$4,825,000192 Days on yellowkey MLS ID: A4672697
REDUCED by $375,000 (7.2%) on 07/08/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$52,740
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2136 BRUECKNER DR, SARASOTA, FL 34231
$440,0002 Days on yellowkey MLS ID: A4699871
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1133 Built: 1955 Tax: $3,451 (2025)Community: Breezewood AcresSingle Family
Taxes:$3,451
Remarks: Welcome home to this charming single-family residence, ideally located in the heart of Sarasota . This 3 bedroom, 2 bathroom home offers comfortable living, generous outdoor space, and the rare combination of a pool plus a large lot —perfect for relaxing, entertaining, or making it your next forever retreat. Centrally located near downtown Sarasota and just a short drive to Siesta Key, you’ll enjoy the best of coastal Florida living while being close to everything that makes Sarasota so special. From cultural nights out to exceptional dining, you’re minutes away from arts and theater , plus award-winning restaurants. Outdoor lovers will appreciate the proximity to the Legacy Trail, providing miles of scenic biking and walking routes. And when you’re ready to enjoy local flavors, you’ll be close to three farmers markets, making it easy to savor fresh produce, artisan goods, and community events. You’re also conveniently located near other vibrant coastal communities, including Venice, offering even more shopping, dining, beaches, and recreation. This property has been a successful income-producing home, making it a smart investment opportunity. At the same time, it’s also a wonderful choice for a primary residence or a secondary home, giving you the flexibility to live, rent, or enjoy your slice of Sarasota paradise whenever you’d like. Don’t miss your chance to own a home with a pool, a large lot, and a central Sarasota location—schedule your showing today!
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
5408 EAGLES POINT CIR #302, SARASOTA, FL 34231
$329,000186 Days on yellowkey MLS ID: A4678903
REDUCED by $10,900 (3.2%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1768 Built: 1990Monthly Fee: $167 Tax: $6,133 (2025)Community: Eagles Point At The Landings, Bayview Homes ISpa: NoCondo
Taxes:$6,133
Remarks: THIS IS THE LOWEST PRICE UNIT BY A STAGGERING $100,000, making it the clear standout for buyers who understand value. BRING THE OFFERS. SELLER FINANCING AVAILABLE. SELLER OFFERING HOA FEES TO BE PAID AT CLOSING. Discover your slice of Sarasota paradise with panoramic Intracoastal Waterway views and unforgettable sunsets from every room of this beautifully updated third-floor condo in Eagles Point at The Landings, one of Sarasota’s most desirable West of Trail, gated communities, just minutes from world-famous Siesta Key Beach and downtown. This light-filled residence showcases brand-new, top-of-the-line impact windows and an expansive triple-glass impact sliding door, offering both peace of mind and stunning views over mangroves toward Siesta Key and the Gulf beyond. The building’s common areas have also been upgraded with impact windows for added security and value. Step inside to an inviting open-concept great room, ideal for entertaining. Features include luxury vinyl plank flooring, fresh neutral paint, and designer lighting throughout. The chef’s kitchen is a standout with quartz countertops, designer tile backsplash, newer stainless steel appliances, abundant cabinetry, and an oversized island with wine and beverage refrigerator, perfect for gatherings. Double glass doors lead to the spacious primary suite, complete with a private sitting or office niche, dual walk-in closets, and a spa-inspired bath featuring double vanities and a large walk-in shower. A generously sized guest bedroom and bath are thoughtfully positioned for privacy, with gulf-facing views sure to impress visitors. The sun-drenched flex space/sunroom off the kitchen offers the home’s best view and is ideal as a breakfast café, dining nook, or serene retreat. Additional highlights include a full indoor utility room, new washer & dryer (2021), new A/C with humidistat (2021), and water heater (2020). The unit includes under-building parking, extra storage locker, kayak or paddleboard storage, bike room access, and ample guest parking. Eagles Point residents enjoy a private pool and grill area, plus membership in The Landings Racquet Club, featuring Har-Tru tennis courts, pickleball, junior Olympic lap pool, spa, fitness center, library, and an active social calendar. Enjoy a waterfront lifestyle with mangrove-lined walking paths, fishing gazebo, kayak launch on the Intracoastal, and lush tropical surroundings, all just minutes from downtown Sarasota, fine dining, shopping, and cultural attractions. Luxury, location, and lifestyle converge here. Schedule your private showing today before this opportunity is gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
5425 MATTHEW CT, SARASOTA, FL 34231
$585,00046 Days on yellowkey MLS ID: N6144628
REDUCED by $10,000 (1.7%) on 07/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1634 Built: 1996Monthly Fee: $33 Tax: $3,460 (2025)Community: Forest OaksSpa: NoSingle Family
Taxes:$3,460
Remarks: Virtually Staged. Welcome to this beautifully maintained 3BD, 2BA saltwater POOL home ideally situated on a quiet cul-de-sac in the highly desirable Forest Oaks community. Offering 1,634 square feet of living space, this inviting residence combines comfort, privacy, and the best of Florida living in one of Sarasota’s most sought-after locations. Nestled in a peaceful neighborhood with mature landscaping and minimal through traffic, this home offers a wonderful sense of privacy while remaining just minutes from Sarasota’s premier attractions. The thoughtfully designed split-bedroom floor plan provides an ideal balance of togetherness and personal space. At the heart of the home, the updated kitchen features tall soft-close cabinetry, granite countertops, newer appliances, and a natural gas stove, making it perfect for both everyday living and entertaining. The adjacent living and dining areas flow effortlessly to the covered lanai and screened saltwater pool, creating a seamless indoor-outdoor lifestyle that Florida homeowners love. The spacious primary suite serves as a private retreat, offering direct access to the lanai and pool area. The en-suite bathroom features a walk-in shower, ample vanity space and a walk-in closet with built-in organizers, providing convenient storage and everyday functionality. Two additional guest bedrooms and a well-appointed second bathroom are thoughtfully located on the opposite side of the home, ensuring comfort and privacy for family and visitors. Step outside to enjoy the beautiful saltwater pool, creating a private retreat to relax, unwind, and enjoy Florida’s year-round sunshine. The screened lanai offers a comfortable setting for morning coffee, outdoor dining, or entertaining family and friends. Updates provide added value and peace of mind, including a FULL ROOF replacement in 2018, NEW A/C (2024), and NEW WATER HEATER (2024). Hurricane preparedness is enhanced with ELECTRIC SHUTTERS on the front entry and lanai, along with manually operated shutters for the windows. NO CARPET, TILE FLOORING throughout the entire home. The home is connected to NATURAL GAS, NOT IN THE FLOOD ZONE (home located in an X Flood Zone), meaning flood insurance is typically not required by lenders. HOA fees are only $400 annually, NO CDD Location is truly exceptional. Just a short drive away you’ll find the world-famous beaches of Siesta Key Beach, upscale shopping and dining at St. Armands Circle, waterfront restaurants and marina activities at Marina Jack, as well as downtown Sarasota’s vibrant arts, dining, and cultural scene. Nearby parks, golf courses, medical facilities, and top-rated schools further enhance this outstanding location. Whether you’re looking for a year-round residence, winter getaway, or investment opportunity, this exceptional home offers the perfect combination of location, comfort, and lifestyle. Schedule your private showing today and discover everything this wonderful Forest Oaks property has to offer.
Listing is courtesy of: GULF SHORES REALTY ERA POWERED (941-212-1922)
Listing Agent: Emilia Hankiewicz (941-323-3734)
1347 LANDINGS DR #6, SARASOTA, FL 34231
$685,000404 Days on yellowkey MLS ID: A4656077
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2564 Built: 1981Monthly Fee: $167 Tax: $8,028 (2024)Community: Landings TreehouseSpa: NoCondo
Taxes:$8,028
Remarks: Nestled among lush tropical foliage in the highly sought-after Landings community, this one-of-a-kind treehouse retreat offers the perfect blend of nature, light, and waterfront living. Ideally positioned along the scenic boardwalk near Sarasota Bay, this spacious residence is filled with sunshine and tranquil views from nearly every room. The first floor is wrapped in walls of glass, creating an airy indoor-outdoor feel and showcasing peaceful water and garden vistas. A versatile flex space offers endless possibilities as a large home office, family room, fitness studio, or creative retreat. The open kitchen features a generous dining area surrounded by windows, making every meal feel connected to the beauty of nature. Generously sized rooms throughout the home, including all bedrooms, provide comfort and flexibility for everyday living and entertaining. Just steps away, enjoy the community pool or stroll along the winding nature path through mature tropical landscaping to the bayfront gazebo — the perfect setting for spectacular sunsets and watching dolphins play in the water. Residents enjoy easy access to downtown Sarasota, world-famous beaches, exceptional dining, and shopping. Optional membership to the Landings Racquet Club offers resort-style amenities including a super sized pool, tennis and pickleball courts, fitness center, library, and welcoming social spaces to connect with neighbors and friends.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kristina Rain (941-320-2639)
1451 REBECCA LN, SARASOTA, FL 34231
$4,550,00073 Days on yellowkey MLS ID: A4693453
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4683 Built: 2007Monthly Fee: $333 Tax: $26,090 (2025)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$26,090
Remarks: Commanding attention from the moment you arrive, 1451 Rebecca Lane is a masterfully re-envisioned gated elevated waterfront estate where architectural elegance meets uncompromising modern refinement crafted for the luxury buyer who demands both distinction and substance. Set behind the gates of Oyster Bay Landings, this residence has undergone a complete, high-level redesign, transforming it into a sophisticated coastal retreat defined by intentional design, elevated materials, and flawless execution. Every surface, finish, and fixture has been curated to create a timeless yet fashion-forward aesthetic—balancing warmth, drama, and livability. Inside, wide-plank wood-like flooring, bespoke millwork, and striking ceiling details create a gallery-like flow throughout the main living spaces. The living room is both refined and inviting, anchored by a sculptural fireplace and framed by expansive glass that seamlessly connects the interior to the private outdoor environment. Natural light pours in, highlighting the home’s clean lines and layered textures. The kitchen is a true work of art, designed to impress at both visual and functional levels. An oversized island takes center stage, complemented by custom cabinetry in rich designer hues, statement stone surfaces, and professional-grade stainless appliances. The dramatic backsplash and curated lighting elevate the space into a showpiece worthy of entertaining at scale, while still remaining perfectly suited for everyday living. The primary suite has been transformed into a spa-caliber retreat, offering serene views, custom-designed closets, and a magazine-worthy bathroom featuring marble finishes, a double vanity, elevated fixtures, and an expansive walk-in shower that rivals a five-star resort. Guest suites and secondary living spaces mirror the same level of craftsmanship, offering flexibility for hosting, working from home, or multigenerational living all without compromising style. Outdoors, the home unfolds into a private courtyard oasis, a hallmark of the redesign. The pool and spa are surrounded by lush tropical landscaping, refined hardscape, and multiple covered lounging areas that blur the line between indoor and outdoor living. Whether hosting elegant evening gatherings or enjoying quiet afternoons by the water, the setting is both intimate and grand. For the boating enthusiast, the property delivers an exceptional advantage: a private deep-water dock with an approximately 15,000-lb boat lift and no-bridge access to Sarasota Bay and the Gulf of Mexico— placing world-class boating just moments from your back door. Additional features include climate-controlled wine storage, thoughtfully designed bonus spaces ideal for media or fitness use, upgraded systems throughout, and a garage suited for both function and organization—ensuring the home is as practical as it is beautiful. Located minutes from downtown Sarasota, Southside Village, and the iconic beaches of Siesta Key, this residence offers a lifestyle defined by privacy, prestige, and proximity. 1451 Rebecca Lane is not simply renovated—it is reimagined, offering a rare opportunity to own a waterfront home where design excellence, quality craftsmanship, and coastal luxury converge at the highest level.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
2414 VACCARO DR, SARASOTA, FL 34231
$969,000199 Days on yellowkey MLS ID: A4677299
REDUCED by $14,000 (1.4%) on 05/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Remarks: NEW PRICE Best Value in the Neighborhood. Motivated sellers bring all offers. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.