Location: Sarasota, 34231
Do Not Show Listings
1631 WORRINGTON ST, SARASOTA, FL 34231
$795,00020 Days on yellowkey MLS ID: A4697370
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1469 Built: 2015 Tax: $9,266 (2025)Community: Johnson EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,266
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Beautifully maintained and ideally located West of Trail on a quiet dead-end street, this 2015-built residence offers the perfect blend of timeless coastal style, modern comfort, and an unbeatable Sarasota location. Featuring 3 bedrooms, 2.5 baths, and a thoughtfully designed floor plan, the home lives beautifully for both everyday living and effortless entertaining. A welcoming front porch and lush tropical landscaping create exceptional curb appeal, while inside, abundant natural light, engineered hardwood flooring, soft neutral finishes, and quality craftsmanship establish a warm, inviting atmosphere. The open-concept living area is anchored by a custom built-in entertainment center with an electric fireplace, creating a stylish focal point for gathering with family and friends. The beautifully appointed kitchen features shaker-style cabinetry, stainless steel appliances, under-cabinet lighting, pendant lighting, and a generous breakfast bar that seamlessly connects to the living and dining areas. French doors open to the screened lanai, creating an effortless transition between indoor and outdoor living. The first-floor primary suite offers privacy and convenience with hardwood flooring, generous natural light, a walk-in closet, and an updated en-suite bath featuring a glass-enclosed shower with timeless subway tile finishes. Upstairs, two spacious guest bedrooms and a full bath provide comfortable accommodations for family and guests. Outdoor living is equally impressive. The screened lanai overlooks an expansive, partially fenced backyard framed by mature tropical landscaping and privacy hedges, offering ample space for entertaining, gardening, pets, or the future addition of a pool. Ideally situated just minutes from Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, Selby Gardens, and the area's world-renowned beaches, this move-in ready home presents an exceptional opportunity to enjoy one of Sarasota's most sought-after West of Trail neighborhoods with outstanding access to dining, shopping, arts, and waterfront recreation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
4603 PINE HARRIER DR, SARASOTA, FL 34231
$1,200,0008 Days on yellowkey MLS ID: A4695515
0 Days Off yellowkey (back on 6/29/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2723 Built: 1985Monthly Fee: $29 Tax: $5,866 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$5,866
Remarks: Virtually Staged. Tucked away at the end of a quiet and peaceful cul-de-sac behind the 24-hour guarded gates of The Landings, 4603 Pine Harrier Drive represents a rare opportunity to own a meticulously maintained property owned by the same owner for over 35 years. This single- family residence radiates pride of ownership and features timeless character. Features of the home include a flowing layout consisting of 4 bedrooms, 3 bathrooms, a large living room with 11-foot ceilings, den/TV room, spacious kitchen with separate eating area, and a large laundry room. Car enthusiasts and hobbyists will love the over-sized side entry 2 car garage that can accommodate a golf cart in addition to your daily vehicles. Recent updates include a new driveway, new AC system, new electrical receptacles/switches, and freshly painted interior and exterior. Step out onto the generous screened-in lanai to enjoy your private sanctuary – an extra-large, beautifully landscaped, fenced-in backyard that offers a secure paradise, and future pool additions if desired. Beyond the property lines lies an extensive resort lifestyle. Take advantage of your proximity to neighborhood amenities, including access to The Landings Racquet Club. For those eyeing membership at the Field Club, a private neighborhood pedestrian gate sits adjacent to this property, making your stroll a block away to the club effortless. Enjoy the best of Sarasota living at The Landings with shaded nature walking trails, waterfront kayak launches, tennis, and social events in one of the area’s most secure and coveted enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lou Salvatori (941-374-2666)
5420 EAGLES POINT CIR #406, SARASOTA, FL 34231
$769,00033 Days on yellowkey MLS ID: A4695955
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2165 Built: 1993 Tax: $4,683 (2025)Community: Eagles Point At The LandingsCondo
Taxes:$4,683
Remarks: Experience penthouse living in Eagles Point at The Landings, where expansive water views, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting top floor 3-bedroom residence offers spacious living areas, an additional foot of ceiling height, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying sweeping views and beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owner's suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two additional guest bedrooms enjoy eastern exposure and morning light, while the rare additional half bath not found in many other Eagles Point residences adds extra convenience for guests. Additional features include a spacious laundry room with utility sink, private storage, and two assigned parking spaces in the secure garage, a valuable benefit reserved for top-floor residences. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 406 offers an exceptional opportunity to enjoy penthouse views and The Landings lifestyle.
Listing Agent: Daniel Treiman (917-657-7495)
5420 EAGLES POINT CIR #206, SARASOTA, FL 34231
$598,00033 Days on yellowkey MLS ID: A4695981
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2165 Built: 1993 Tax: $6,132 (2025)Community: Eagles Point At The LandingsCondo
Taxes:$6,132
Remarks: Experience relaxed elegance in Eagles Point at The Landings, where waterfront surroundings, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting second-floor corner residence offers three bedrooms, spacious living areas, all hurricane-rated windows, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owners suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two guest bedrooms enjoy eastern exposure and morning light. Additional features include a spacious laundry room with utility sink, secure garage parking, private storage, and pet-friendly living up to 25 pounds. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership included in monthlies with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 206 offers an exceptional opportunity to enjoy The Landings lifestyle.
2131 PALM TER, SARASOTA, FL 34231
$299,90024 Days on yellowkey MLS ID: A4697017
REDUCED by $10,000 (3.2%) on 06/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1950 Tax: $3,179 (2025)Community: Harbor OaksSingle Family
Taxes:$3,179
Elementary School: None
High School: None
Middle School: None
Remarks: Come and make your this nice house. Only minutes to our wonderful Siesta Key Beach. This house have great possibilities. Seller very motivated and could help with some buyers closing cost.
Listing is courtesy of: GULF COAST PARADISE REALTY INC (941-536-3039)
Listing Agent: Carmen Melendez (941-536-3039)
7294 CLOISTER DR #9, SARASOTA, FL 34231
$185,50067 Days on yellowkey MLS ID: A4691156
REDUCED by $4,000 (2.1%) on 06/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 941 Built: 1987 Tax: $2,077 (2025)Community: Carrington PlaceCondo
Taxes:$2,077
Elementary School: Gulf Gate Elementary
Remarks: Welcome home to this first floor, stylishly updated 2-bedroom, 2-bathroom condo showcasing contemporary elegance throughout! This well-maintained and functional floor plan offers a comfortable living space with a cozy dining area, all highlighted by sleek tile flooring that flows seamlessly from room to room. The modernized kitchen is truly a standout, perfect for any home chef, with updated finishes and thoughtful design. Both bathrooms have been tastefully renovated with chic features and finishes, adding to the home’s overall appeal. With its open layout and abundance of natural light, this condo feels bright, inviting, and move-in ready! Enjoy the serenity of your private screened-in back patio....an ideal spot for morning coffee or unwinding in the evening. Carrington Place is a quaint, well-kept community featuring a lovely pool for residents to enjoy. Centrally located, you’re just minutes from the world renowned Siesta Key Beach, as well as a wide variety of shopping and dining options. For those with an active lifestyle, you’re also close to Legacy Trail! Perfect for biking, running, or walking. Schedule your showing today and come see all this beautiful condo has!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
7461 SUMMER CT, SARASOTA, FL 34231
$1,000,290186 Days on yellowkey MLS ID: TB8460305
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3605 Built: 2026Monthly Fee: $378 Tax: $11,666 (2026)Community: GranduraSpa: NoSingle Family
Taxes:$11,666
Elementary School: Wilkinson Elementary
Tax Year: 2026
Remarks: Pre-Construction. To be built. Introducing the Yorkshire, an expansive and beautifully designed 5-bedroom, 4.5-bath residence located in the exclusive new-construction community of Grandura in Sarasota. This impressive floorplan offers exceptional versatility with a dedicated den, a flex space, and a spacious loft, providing multiple areas for work, relaxation, and entertainment. Three of the bedrooms are private ensuites, ideal for multigenerational living or hosting guests in comfort. The gourmet kitchen features built-in appliances and modern finishes, while the owner’s suite showcases an enlarged spa-style shower for a luxurious retreat. Additional upgrades include laundry room cabinets with sink, impact-resistant glass windows, and a pocket sliding glass door that enhances indoor-outdoor living. With no CDD fees, this home delivers both luxury and long-term value. Grandura is an intimate enclave of just 28 thoughtfully designed homesites, offering a rare opportunity to own new construction in one of Sarasota’s most desirable locations. Enjoy close proximity to top-rated schools, premier shopping and dining, world-class golf courses, and the iconic white sands of Siesta Key Beach—only 3 miles away. This is the perfect blend of space, sophistication, and coastal convenience. Schedule your private showing today.
Listing is courtesy of: PULTE REALTY INC (561-206-1417)
Listing Agent: Dan Wenstrom (941-229-3395)
2529 MARBLEHEAD DR, SARASOTA, FL 34231
$625,000186 Days on yellowkey MLS ID: A4676671
REDUCED by $20,000 (3.1%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2003Monthly Fee: $83 Tax: $4,212 (2025)Community: MarbleheadSpa: NoSingle Family
Taxes:$4,212
Remarks: Welcome to 2529 Marblehead Drive, a beautifully maintained 3 bedrooms 2 baths and a den home located in the heart of Sarasota, Florida. This inviting property features a bright, open layout with spacious living areas perfect for both everyday living and entertaining. The home offers generously sized bedrooms, a functional kitchen that flows into the main living space, and plenty of natural light throughout. Step outside to enjoy a private outdoor screened in area ideal for relaxing or hosting guests. This home was built with many extra storage areas throughout. You will love the additional 12 feet added to the A/C garage with its own split unit for your needs. The seller has just replaced the roof with a wonderful new metal product union steel. The paver driveway and lanai add to the charm of this beautiful home. AI says that you could add a Plunge pool on the back lanai. Conveniently situated near shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this home offers comfort, convenience, and Florida living at its best.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Janet Trefry (941-954-5454)
5936 ALBERT PL, SARASOTA, FL 34231
$355,00082 Days on yellowkey MLS ID: O6399746
REDUCED by $5,000 (1.4%) on 05/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1953 Tax: $3,588 (2026)Community: Stickney Point ParkSingle Family
Taxes:$3,588
Remarks: Tastefully renovated pool home located minutes to Siesta Key. This 2 bed 2 bath home has an additional room currently used as a third bedroom off of the living room. The other 2 bedrooms are separate ends of the home for added privacy. Minutes to many fine restaurants, local attractions and more. Can be sold as a package deal with #06398108,#06399737, #06399693, #06399686, #06398095
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
5927 DRIFTWOOD AVE, SARASOTA, FL 34231
$500,00047 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)
1702 GLENHOUSE DR #410, SARASOTA, FL 34231
$285,00047 Days on yellowkey MLS ID: A4694062
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1576 Built: 1979Monthly Fee: $897 Tax: $617 (2025)Community: Pelican Cove XivSpa: YesCondo
Taxes:$617
Remarks: Take pleasure in owning your own piece of paradise at Pelican Cove, a gated, waterfront community located in South Sarasota, West of Tamiami Trail. This 3 bed/2 bath condo is spacious and close to harbor/pool/tennis courts and surrounded by gorgeous preserve views. A canopy tree community on Sarasota Bay, Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
1678 STARLING DR #102, SARASOTA, FL 34231
$305,000169 Days on yellowkey MLS ID: A4678531
REDUCED by $20,000 (6.2%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1989Monthly Fee: $167 Tax: $4,077 (2025)Community: Landings South Vii, The LandingsCondo
Taxes:$4,077
Remarks: Virtually Staged. Come live the Landings lifestyle. A sleek clean design awaits you in this first floor two bedroom, two bath condominium. An open plan with consistent flooring throughout and a neutral color pallet. A contemporary styled kitchen with white cabinetry, sleek black granite, white subway tile backsplash, and a stainless-steel appliance package. The primary bedroom is oversized with ample space for an office or exercise area. The ensuite bathroom has also enjoyed a makeover with travertine flooring and shower surround, dual sinks, the kitchen aesthetic has been repeated with clean white cabinetry and black granite. The guest bath has also been upgraded with new vanity, countertop, and sink. A private patio overlooking lush greenery is accessible via sliders from the eat-in kitchen and/or great room. A single car garage, opportunity for a larger pet, and immediate rental options are features of Landings South VII. Should you be looking to find a community where you can meet people-look no further than the Landings Racquet Club with eight har-tru tennis courts, heated pool and spa, exercise room, and activities for all occasions. The social calendar keeps members busy and is a great place to make friends. The Landings also has a nature Trail leading to a fishing pier/gazebo with storage area for kayaks. The Landings, a gated neighborhood located “west of the trail” is truly unique with its proximity to the revitalized Landings Shopping Center, Siesta Key, and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
2121 PALM TER, SARASOTA, FL 34231
$625,000125 Days on yellowkey MLS ID: A4684433
REDUCED by $5,000 (0.8%) on 06/12/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1681 Built: 1950 Tax: $5,120 (2025)Community: Harbor OaksSingle Family
Taxes:$5,120
Remarks: Backyard retreat + income-producing detached studio + steps to Trader Joe’s! Quiet dead-end street near Siesta Key & Downtown Sarasota—privacy meets prime location. Extensively updated and ideally located, this Sarasota home offers the perfect blend of lifestyle and convenience—just minutes to Downtown, Siesta Key Beach, Sarasota Memorial Hospital, and SRQ Airport. The private backyard is a true highlight, featuring lush landscaping, custom hardscaping, a pergola, and a striking mural—fully fenced (2023) for privacy and perfect for entertaining or relaxing outdoors year-round. Inside, the home is move-in ready with fresh paint, custom feature wall, built-in closets, blackout blinds, and hurricane-rated windows and doors for peace of mind and natural light. The kitchen includes a Bosch dishwasher (2025), Samsung range and microwave (2023), plus LG washer/dryer (2023). Additional upgrades include whole-home water filtration with reverse osmosis (2022), air purification (2024), generator with transfer switch (2025), updated plumbing, maintained HVAC, and a new 28-gallon water heater (2026). The upgraded garage features waterproof flooring, built-ins, insulation, and mini-split AC (2025)—ideal for a gym, workshop, or flex space. The detached studio adds exceptional versatility with a private entrance, outdoor space, kitchenette, full bath, washer/dryer, and dedicated AC (2023). The studio has been successfully rented, offering strong income potential or flexibility for guests or a private office. A rare opportunity combining privacy, flexibility, and a highly desirable Sarasota location. SELLER IS NOW OFFERING $5,000 TOWARDS CLOSING COSTS AND RATE BUY DOWN.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Samantha Markbreit (845-558-4828)
2227 CIRCLEWOOD DR #52, SARASOTA, FL 34231
$289,90033 Days on yellowkey MLS ID: A4696035
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 1974 Tax: $1,597 (2025)Community: Woodside VillageSpa: YesVilla
Taxes:$1,597
Remarks: Recently extensively remodeled partially furnished villa just minutes from Siesta Key, surrounded by mature Old Florida landscaping in a private enclave of villa-style condos, close to Gulf Gate and US41. This inviting 2-bedroom, 2-bath condominium unit in Sarasota’s desirable Gulf Gate area, blending classic Florida charm with modern comfort. The spacious layout includes a bright Florida room, rear screened porch, and a covered carport. Recent updates feature a new modern kitchen w/ stainless steel appliances, new textured/painted ceilings and walls, newer HVAC system, newer electric wiring throughout the unit, newer electric panel, and newer water heater, plus newly paved neighborhood roads. The community offers a tennis/pickleball court and a large screened-in heated swimming pool. Not in a flood zone requiring insurance, this home is available for immediate occupancy, perfect for seasonal or year-round living. Just a 5-minute drive to world-famous Siesta Key Beach and close to shopping, dining, and entertainment, it’s ideal as a permanent home, vacation retreat, or investment property.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
3469 CLARK RD #268, SARASOTA, FL 34231
$194,90039 Days on yellowkey MLS ID: A4695325
REDUCED by $5,000 (2.5%) on 06/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1974Monthly Fee: $659 Tax: $2,487 (2025)Community: SiennaCondo
Taxes:$2,487
Remarks: Perfect condo for full-time living, seasonal getaways, or an investment opportunity at an affordable price! This charming 3-bedroom, 2-bathroom end unit is being sold turnkey furnished. Beautiful luxury vinyl and laminate flooring throughout the living/dinning area and in all bedrooms, with tile in the entryway, kitchen, and bathrooms. The kitchen offers ample storage, stunning granite countertops, wood cabinetry, and a brand new range. The dining area boasts a built-in dry bar, perfect for entertaining guests. Water heater 2022, A/C 2023, Washer 2024, NEW ROOF! The community has a heated pool, tennis courts, BBQ area and a fenced around dog run. The monthly fee includes: water, sewer, trash collection, building insurance and exterior maintenance including the roof and grounds.Conveniently located near excellent shops and restaurants, this condo is just 3 miles from Crescent Beach and only 4 miles from Siesta Key Public Beach. Sarasota downtown, the Ringling Museum, Selby Gardens, St. Armands Circle, Island Park, Marina Jack's Harbor,.... are only a short drive away.
Listing Agent: Judit Turan (941-993-8300)
1428 PINE BAY DR, SARASOTA, FL 34231
$1,915,00033 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.
4808 RIVERWOOD AVE, SARASOTA, FL 34231
$599,000148 Days on yellowkey MLS ID: A4679255
REDUCED by $26,000 (4.2%) on 06/25/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2707 Built: 1957 Tax: $5,443 (2025)Community: Riverwood Park ResubSingle Family
Taxes:$5,443
Remarks: Spacious and versatile 2,700± sq. ft. block home situated on a large double corner lot in one of Sarasota's most desirable family-friendly neighborhoods. A standout feature of this property is its walking-distance access to highly sought-after A-rated schools, making it an exceptional choice for families seeking top-tier education and convenience. This well-maintained home features a new roof (2025), 3 bedrooms, 2 bathrooms, a dedicated office, and a private mother-in-law suite with separate entrance—ideal for extended family, guests, a home business, or potential rental income. The property remained high and dry and offers the freedom of no deed restrictions, providing ample room for boats, RVs, and recreational vehicles. The oversized double corner lot offers endless possibilities, including room for a pool, outdoor entertaining, or future expansion. An added bonus is the property's potential development opportunity. Subject to Sarasota County approval and all applicable zoning and land-use requirements, the parcel may be divided into two buildable lots. Buyers should conduct their own due diligence regarding subdivision and future development potential. Located just 3.5 miles from world-famous Siesta Key Beach and approximately 10 minutes from downtown Sarasota, you'll enjoy easy access to award-winning restaurants, shopping, arts, and entertainment while still being tucked away in a quiet neighborhood setting. The garage has been converted into a mother-in-law suite (or fourth bedroom) and is included in the heated square footage. It can easily be converted back to an oversized two-car garage if desired. A rare opportunity offering top-rated schools, flexibility, location, and future potential all in one property.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Amy Disalvo (941-780-8080)
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000173 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
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
Tax Year: 2024
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)
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000520 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
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)
1564 STICKNEY POINT RD #303, SARASOTA, FL 34231
$749,900188 Days on yellowkey MLS ID: A4675533
REDUCED by $69,100 (8.4%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1982Monthly Fee: $1,007 Tax: $3,816 (2024)Community: The BoatyardSpa: NoCondo
Taxes:$3,816
Remarks: The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activites that Sarasota is famous for. This furnished two bedroom, two bath unit feaures water views from most rooms, a bright open concept living/dining room with a tray ceiling, a wood burning fireplace, an enclosed balcony overlooking the water, updated kitchen and bathrooms, an oversized one car garage, a bonus room on the canal, and a 27 foot boat slip.In addition, the community amenities include a sundeck on the bay, a boardwalk along the canal, and a heated swimming pool. This is the Florida lifestyle you've been looking for.
Listing is courtesy of: ALAN J STEVENS (941-925-1818)
Listing Agent: Murphy Stevens (941-925-1818)
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